- Trimethylchlorosilane (TMSCl) and cyanuric chloride (CC) catalyzed efficient oxidative coupling of thiols with dimethylsulfoxide
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Different types of thiols were rapidly and efficiently converted to disulfides using DMSO in the presence of catalytic amounts of either trimethylchlorosilane (TMSCl) or cyanuric chloride (CC).
- Karimi, Babak,Hazarkhani, Hassan,Zareyee, Daryoush
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- Development of an improved method for conversion of thiuram disulfides into N,N-dialkylcarbamoyl halides and derivatives
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A convenient procedure for preparing N,N-disubstituted carbamoyl halides is reported. It consists of two steps: (1) reaction of carbon disulfide and a secondary amine in the presence of a polar organic solvent and oxygen to produce the corresponding tetraalkyl thiuram disulfides and (2) reaction of tetraalkyl thiuram disulfide with a halide in the presence of an aprotic organic solvent to produce the corresponding N,N-disubstituted carbamoyl halide. Copyright Taylor & Francis Group, LLC.
- Adeppa,Rupainwar,Misra, Krishna
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- Carbonic anhydrase inhibitors: Sulfonamides as antitumor agents?
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Novel sulfonamide inhibitors of the zinc enzyme carbonic anhydrase CA, EC 4.2.1.1) were prepared by reaction of aromatic or heterocyclic sulfonamides containing amino, imino, or hydrazino moieties with N,N-dialkyldithiocarbamates in the presence of oxidiz
- Supuran, Claudiu T,Briganti, Fabrizio,Tilli, Silvia,Chegwidden,Scozzafava, Andrea
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- Zinc(II)-catalyzed disproportionation in rubber: The mechanism of sulfur vulcanization revisited
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Model studies have shown that cross-link precursors, that is, intermediates in the sulfur vulcanization of rubber, are transformed into cross-links by a nonsymmetric but regioselective disproportionation mechanism. Thus, two equivalents of the cross-link precursor of the type R-S-S-X are transformed into X-S-X and the actual cross-link R-S-S-S-R. Exchange of sulfur atoms is a prerequisite. A mechanism involving an S(N)i' reaction with an allylic moiety, suggested in the literature, has not been observed. The disproportionation reaction is catalyzed by rubber-soluble zinc-dithio-carbamate complexes, an important class of vulcanization accelerators. By virtue of ligand-functional-group exchange reactions these complexes serve to transport and exchange sulfur atoms.
- Nieuwenhuizen, Peter J.,Timal, Sandjai,Haasnoot, Jaap G.,Spek, Anthony L.,Reedijk, Jan
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- Microfluidic electrosynthesis of thiuram disulfides
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An electrolytic approach to sodium dithiocarbamates based on a microfluidic reactor is proposed for the green synthesis of thiuram disulfides, which are versatile free radical initiators. The electro-oxidation reactions avoid the over-oxidation of sodium dithiocarbamates and the generation of waste salts, which have perplexed the industry for a long time. This microfluidic electrolysis method prevents solid deposition by introducing liquid-liquid Taylor flow into the microchannel, and promotes the synthesis efficiency of thiuram disulfides with the enlargement of the electrode-specific surface area. The highest yield of thiuram disulfide was 88% in the experiment without any oxidation by-products. The Faraday efficiencies of most reactions are higher than 96%, showing the excellent electronic utilization. In addition to improving the environmental friendliness of sodium dithiocarbamate oxidation, the electrosynthesis method helps to create a cyclic technology of thiuram disulfide synthesis via the combination of sodium dithiocarbamate generation in a packed bed reactor. The cyclic technology finally achieved >99% atom utilization in thiuram disulfide synthesis from secondary amines and carbon disulfide. This journal is
- Zheng, Siyuan,Wang, Kai,Luo, Guangsheng
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- Method for preparing tetraalkyl thiuram disulfide through photocatalytic oxidation
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The invention relates to a method for preparing tetraalkyl thiuram disulfide by photocatalytic oxidation. The method comprises the following steps: carrying out mixed reaction on secondary amine, carbon disulfide and a catalyst in a medium to generate an intermediate product; and carrying out catalytic oxidation reaction on the intermediate product under illumination to obtain tetraalkyl thiuram disulfide. According to the invention, the method is high in reaction speed and mild in condition, and energy conservation and efficiency improvement are achieved; the used medium and catalyst can be recycled, so that the resource utilization rate is improved; and the method does not produce inorganic salt by-products, and the product has high yield and high purity.
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Paragraph 0087-0094
(2021/02/13)
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- Continuous-flow step-economical synthesis of thiuram disulfidesviavisible-light photocatalytic aerobic oxidation
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A continuous-flow photocatalytic synthesis of the industrially important thiuram disulfides has been developed, utilizing O2as the oxidant and Eosin Y as the photoredox catalyst. This highly atom- and step-economical method features much reduced reaction time as well as excellent product yield and purity, making it a sustainable and potentially scalable process for industrial production.
- Xu, Hao-Xing,Zhao, Ze-Run,Patehebieke, Yeersen,Chen, Qian-Qian,Fu, Shun-Guo,Chang, Shuai-Jun,Zhang, Xu-Xu,Zhang, Zhi-Liang,Wang, Xiao
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supporting information
p. 1280 - 1285
(2021/02/26)
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- Development of disulfide-derived fructose-1,6-bisphosphatase (FBPase) covalent inhibitors for the treatment of type 2 diabetes
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Fructose-1,6-bisphosphatase (FBPase), as a key rate-limiting enzyme in the gluconeogenesis (GNG) pathway, represents a practical therapeutic strategy for type 2 diabetes (T2D). Our previous work first identified cysteine residue 128 (C128) was an important allosteric site in the structure of FBPase, while pharmacologically targeting C128 attenuated the catalytic ability of FBPase. Herein, ten approved cysteine covalent drugs were selected for exploring FBPase inhibitory activities, and the alcohol deterrent disulfiram displayed superior inhibitory efficacy among those drugs. Based on the structure of lead compound disulfiram, 58 disulfide-derived compounds were designed and synthesized for investigating FBPase inhibitory activities. Optimal compound 3a exhibited significant FBPase inhibition and glucose-lowering efficacy in vitro and in vivo. Furthermore, 3a covalently modified the C128 site, and then regulated the N125–S124–S123 allosteric pathway of FBPase in mechanism. In summary, 3a has the potential to be a novel FBPase inhibitor for T2D therapy.
- Xu, Yi-xiang,Huang, Yun-yuan,Song, Rong-rong,Ren, Yan-liang,Chen, Xin,Zhang, Chao,Mao, Fei,Li, Xiao-kang,Zhu, Jin,Ni, Shuai-shuai,Wan, Jian,Li, Jian
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- Photocatalytic H2-Evolution by Homogeneous Molybdenum Sulfide Clusters Supported by Dithiocarbamate Ligands
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Irradiation at 460 nm of [Mo3(μ3-S)(μ2-S2)3(S2CNR2)3]I ([2a]I, R = Me; [2b]I, R = Et; [2c]I, R = iBu; [2d]I, R = CH2C6H5) in a mixed aqueous-polar organic medium with [Ru(bipy)3]2+ as photosensitizer and Et3N as electron donor leads to H2 evolution. Maximum activity (300 turnovers, 3 h) is found with R = iBu in 1:9 H2O:MeCN; diminished activity is attributed to deterioration of [Ru(bipy)3]2+. Monitoring of the photolysis mixture by mass spectrometry suggests transformation of [Mo3(μ3-S)(μ2-S2)3(S2CNR2)3]+ to [Mo3(μ3-S)(μ2-S)3(S2CNR2)3]+ via extrusion of sulfur on a time scale of minutes without accumulation of the intermediate [Mo3S6(S2CNR2)3]+ or [Mo3S5(S2CNR2)3]+ species. Deliberate preparation of [Mo3S4(S2CNEt2)3]+ ([3]+) and treatment with Et2NCS21- yields [Mo3S4(S2CNEt2)4] (4), where the fourth dithiocarbamate ligand bridges one edge of the Mo3 triangle. Photolysis of 4 leads to H2 evolution but at ～25% the level observed for [Mo3S7(S2CNEt2)3]+. Early time monitoring of the photolyses shows that [Mo3S4(S2CNEt2)4] evolves H2 immediately and at constant rate, while [Mo3S7(S2CNEt2)3]+ shows a distinctive incubation prior to a more rapid H2 evolution rate. This observation implies the operation of catalysts of different identity in the two cases. Photolysis solutions of [Mo3S7(S2CNiBu2)3]+ left undisturbed over 24 h deposit the asymmetric Mo6 cluster [(iBu2NCS2)3(μ2-S2)2(μ3-S)Mo3](μ3-S)(μ3-η2,η1-S′,η1-S″-S2)[Mo3(μ2-S)3(μ3-S)(S2CNiBu2)2(μ2-S2CNiBu2)] in crystalline form, suggesting that species with this hexametallic composition and core topology are the probable H2-evolving catalysts in photolyses beginning with [Mo3S7(S2CNR2)3]+. When used as solvent, N,N-dimethylformamide (DMF) suppresses H2-evolution but to a greater degree for [Mo3S4(S2CNEt2)4] than for [Mo3S7(S2CNEt2)3]+. Recrystallization of [Mo3S4(S2CNEt2)4] from DMF affords [Mo3S4(S2CNEt2)4(η1,κO-DMF)] (5), implying that inhibition by DMF arises from competition for a Mo coordination site that is requisite for H2 evolution. Computational assessment of [Mo3S4(S2CNMe2)3]+ following addition of 2H+ and 2e- suggests a Mo(H)-μ2(SH) intermediate as the lowest energy species for H2 elimination. An analogous pathway may be available to the Mo6 cluster via dissociation of one end of the μ2-S2CNR2 ligand, a known hemilabile ligand type, in the [Mo3S4]4+ fragment.
- Fontenot, Patricia R.,Shan, Bing,Wang, Bo,Simpson, Spenser,Ragunathan, Gayathri,Greene, Angelique F.,Obanda, Antony,Hunt, Leigh Anna,Hammer, Nathan I.,Webster, Charles Edwin,Mague, Joel T.,Schmehl, Russell H.,Donahue, James P.
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p. 16458 - 16474
(2019/12/24)
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- Synthetic method of tetramethylthiuram disulfide drug intermediate
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The invention discloses a synthetic method of a tetramethylthiuram disulfide drug intermediate. The synthetic method comprises the following steps: adding a dimethylamine solution and a sodium nitratesolution into a reaction container, controlling the solution temperature to be 20 to 24 DEG C, controlling the stirring speed to be 230 to 260 rpm, adding a 1-pentanethiol solution, adding a thiophane solution in batches within 30 to 50 min, and continuously reacting for 80 to 120 min; then adding nickel bromide powder, controlling the solution temperature to be 15 to 18 DEG C, adding lead tetraacetate, continuously reacting for 2 to 4 h, standing for 30 to 50 min, adding a potassium chloride solution, layering the solution to separate an oil layer, washing with a 2-heptanone solution for 20to 40 min, carrying out recrystallization in a 1-chloropropane solution, and carrying out dehydration of a dehydrating agent so as to obtain the finished product tetramethylthiuram disulfide.
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Paragraph 0014; 0019; 0020; 0023; 0024; 0025-0028
(2018/07/30)
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- Pyruvate dehydrogenase kinase inhibitor and application thereof
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The invention provides a pyruvate dehydrogenase kinase inhibitor and an application thereof, specifically a compound as shown in a formula I described in the specification or pharmaceutically acceptable salts thereof. The compound has excellent effects of inhibiting pyruvate dehydrogenase kinase activity and resisting tumors. The invention also provides a pharmaceutical composition containing the compound provided by the invention and the application thereof in the aspect of inhibiting pyruvate dehydrogenase kinase.
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Paragraph 0107; 0108; 0109; 0110
(2017/08/28)
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- High-efficiency green synthesis method for thiram
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The invention discloses a high-efficiency green synthesis method for thiram. The high-efficiency green synthesis method comprises the following steps: by taking water as a reaction solvet, adding a dimethylamine solution and carbon disulfide so as to synthesize an intermediate; adding hydrogen peroxide for oxidation synthesis, performing solid-liquid separation, and drying, thereby obtaining the thiram. The reaction of the method is implemented in water, the thiram is synthesized by using a one-pot method through two steps, no organic solvent is needed, inorganic alkali or organic alkali is not needed, sewage can be easily recycled and reused, the method has the characteristics of simple process and easy operation, and the purity of the thiram can be greater than 98%. The mother liquor used in the method is subjected to reverse osmosis treatment and is recycled and reused, so that the method is small in water amount, free of waste salt and very environmental-friendly and economic.
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Paragraph 0015-0016; 0018-0019; 0021-0022; 0024-0025
(2017/08/29)
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- Role of disulfide linkage in action of bis(dialkylaminethiocarbonyl)disulfides as potent double-Edged microbicidal spermicide: Design, synthesis and biology
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Trichomoniasis and candidiasis are amongst the most common morbidity-causing reproductive tract infections, generally treated by Metronidazole and Fluconazole respectively. Poor vaginal efficacy, drug-resistance and non-spermicidal nature limit their use as topical microbicidal contraceptives. Bis(dialkylaminethiocarbonyl)disulfides (4-38) were designed as dually active, non-surfactant molecules capable of eliminating Trichomonas vaginalis and Candida strains as well as irreversibly immobilizing 100% human sperm instantly, at doses non-cytotoxic to human cervical epithelial cells and vaginal microflora in vitro. Compounds 12, 16, 17 were fifty times more active than nonoxynol-9, OTC vaginal spermicide, and compounds 12 and 17 have shown remarkable in vivo activity in rabbit model. Most promising compound 17 has shown promise for further development as a double-edged vaginal microbicide due to their improved activity and safety along with notable in vivo trichomonicidal activity. Role of disulfide group was established by loss of spermicidal activity on chemical modifications (39-56). These disulfides might be targeting thiol groups present over cell membrane of human sperm and Trichomonas as shown by fluorescence labeling of free thiols.
- Lal, Nand,Jangir, Santosh,Bala, Veenu,Mandalapu, Dhanaraju,Sarswat, Amit,Kumar, Lalit,Jain, Ashish,Kumar, Lokesh,Kushwaha, Bhavana,Pandey, Atindra K.,Krishna, Shagun,Rawat, Tara,Shukla, Praveen K.,Maikhuri, Jagdamba P.,Siddiqi, Mohammad I.,Gupta, Gopal,Sharma, Vishnu L.
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p. 275 - 290
(2016/04/26)
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- POLYSULFIDE POLYOLS, THEIR PRODUCTION AND USE
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The present invention relates to polysulfide polyols, their production and use.
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Page/Page column
(2014/08/07)
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- Reduced graphene oxide as recyclable catalyst for synthesis of Bis(aminothiocarbonyl)disulfides from secondary amines and carbon disulfide
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The reaction of secondary amines with CS2 under mild conditions using reduced graphene oxide (rGO) as a green catalyst was reported, which provided an efficient access to the one-pot synthesis of bis(aminothiocarbonyl) disulfides. The rGO can be recycled at least four times without any loss of catalytic activity. A plausible mechanism was proposed.
- Wang, Meishuang,Song, Xianghai,Ma, Ning
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p. 1233 - 1239
(2014/07/21)
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- Cerium ammonium nitrate-catalyzed aerobic oxidative coupling of dithiocarbamates: Facile synthesis of thioureas and bis(aminothiocarbonyl)disulfides
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Diverse disubstituted and trisubstituted thioureas were synthesized by the condensation of dithiocarbamate TEA (or DABCO) salts and amines using cerium ammonium nitrate (CAN) as a catalyst in high yields at room temperature. It is a one-pot method and it is unnecessary to isolate isothiocyanates. This reaction probably took place through nucleophilic addition of amines to isothiocyanates, which were generated by oxidative coupling of dithiocarbamates and the following decomposition of bis(aminothiocarbonyl)disulfides. When secondary amines and CS2served as the reactants, bis(aminothiocarbonyl)disulfides were obtained via tandem nucleophilic addition/oxidative coupling reactions in moderate to excellent yields. In all the coupling reactions, the oxidant was air and CAN possibly acted as an SET catalyst.
- Li, Tian-Tian,Song, Xiang-Hai,Wang, Mei-Shuang,Ma, Ning
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p. 40054 - 40060
(2014/12/10)
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- Bis(dialkylaminethiocarbonyl)disulfides as potent and selective monoglyceride lipase inhibitors
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Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme. 2009 American Chemical Society.
- Kapanda, Coco N.,Muccioli, Giulio G.,Labar, Geoffray,Poupaert, Jacques H.,Lambert, Didier M.
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experimental part
p. 7310 - 7314
(2010/07/14)
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- Carbon tetrabromide promoted reaction of amines with carbon disulfide: Facile and efficient synthesis of thioureas and thiuram disulfides
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A novel carbon tetrabromide promoted one-pot reaction of amines and carbon disulfide under mild conditions has been developed, which provides a straightforward and efficient access to thioureas and thiuram disufides, depending on the nature of the amines employed. The promotion effect is explained as the transient formation of a sulfenyl bromide intermediate from dithiocarbamate and carbon tetrabromide during the reaction. Georg Thieme Verlag Stuttgart · New York.
- Liang, Fushun,Tan, Jing,Piao, Chengri,Liu, Qun
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experimental part
p. 3579 - 3584
(2009/07/04)
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- Facile preparation of bis(thiocarbonyl)disulfides via elimination
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A robust facile synthetic preparation of bis(thiocarbonyl)disulfides is presented. The route follows an elimination mechanism rather than the more common oxidation. Addition of p-tosyl chloride to a thiocarbonyl thiolate results in the elimination of the chloride by the trithiocarbonate anion and subsequent elimination of the tosyl leaving group (by a second thiocarbonyl thiolate). The side products of the reaction are bis(4-methylphenyl)disulfone and tosylate salts/acids.
- Weber, Wolfgang G.,McLeary, James B.,Sanderson, Ron D.
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p. 4771 - 4774
(2007/10/03)
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- Combinations for the treatment of fungal infections
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The invention features methods and compositions for treating a patient diagnosed with, or at risk for developing, a fungal infection.
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- Use of riboflavin and flavin derivatives as chitinase inhibitors
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The invention relates to the use of riboflavin and of flavin derivatives with chitinase-inhibitory action for controlling arthropods, nematodes and chitin-containing fungi.
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- Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides
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The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.
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- A short, novel, and cheaper procedure for oligonucleotide synthesis using automated solid phase synthesizer
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Dimethylthiuram disulfide (DTD) has been developed as an efficient thiolation reagent during automated synthesis of oligonucleotides using phosphoramidite chemistry. Simultaneous thiolation and capping was accomplished by mixing DTD with capping solution B, which saved 20% of solvent consumption and compressed the four-step synthesis cycle to three. Large-scale (1 mmol) synthesis of phosphorothioate oligonucleotides has been demonstrated with excellent yield and purity.
- Song, Quanlai,Wang, Zhiwei,Sanghvi, Yogesh S.
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p. 629 - 633
(2007/10/03)
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- Thiocarbamoylation of amine-containing compounds 5. The mechanism of reactions of tetramethylthiuram disulfide with aliphatic amines
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Thiocarbamoylation of aliphatic amines with tetramethylthiuram disulfide (TMTD) was studied. The reactions were established to proceed according to a two-stage mechanism. In the first stage, S-(thiocarbamoyl)thiohydroxylamines and dimethyl dithiocarbamates are formed. The latter exist in equilibrium with dimethyldithiocarbamic acid, which can undergo decomposition to give dimethylamine and carbon disulfide. In the second stage, several competitive transformations of these intermediates into the final products occur, viz., (1) the reactions of CS2 with primary amines on heating (70-110 deg C) yield mixed and symmetrical thioureas and the reactions of CS2 with secondary amines give symmetrical dithiocarbamates, and (2) insertion of CS2 into S-(thiocarbamoyl)thiohydroxylamines affords thiuram disulfides. Thiuram disulfides formed from primary amines decompose to give isothiocyanates, which are converted into thioureas by condensation with amines, whereas thiuram disulfides which are obtained in the reactions with secondary amines and which cannot form thioureas react with amines analogously to TMTD.
- Boi, Luu Van
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p. 335 - 343
(2007/10/03)
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- Iminoacetic acid amides and their use as pest control agents
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PCT No. PCT/EP96/04345 Sec. 371 Date Apr. 15, 1998 Sec. 102(e) Date Apr. 15, 1998 PCT Filed Oct. 7, 1996 PCT Pub. No. WO97/14673 PCT Pub. Date Apr. 24, 1997Iminoacetamides of the formula (I) in which A represents a single bond or optionally substituted alkylene, Q represents oxygen or sulphur, R1 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R2 represents respectively optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aryl or heterocyclyl, R3 represents hydrogen or respectively optionally substituted alkyl, alkenyl, alkinyl or cycloalkyl, R4 represents respectively optionally substituted cycloalkyl, cycloalkenyl, aryl or heterocyclcyl a process for their preparation, pesticidal compositions containing them, and their use for controlling pests.
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- Microbicidal benzotriazoles
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Novel benzotriazoles of the formula STR1 in which R, X1, X2, X3, X4 and Y have the meanings given in the description, and their acid addition salts and metal salt complexes, a process for the preparation of these substances and their use as microbicides in crop protection and in material protection.
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- Halogen alkenyl azolyl microbicides
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Novel halogenoalkenyl-azolyl derivatives of the formula STR1 in which R1 represents optionally substituted alkyl, optionally substituted alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or represents optionally substituted heteroaryl, R2 represents alkyl, halogenoalkyl, 1-hydroxyalkyl, 2-hydroxyalkyl, 1-hydroxyhalogenalkyl, 1-alkenyl or 2-alkenyl, X1 represents fluorine, chlorine, bromine or iodine, X2 represents fluorine, chlorine, bromine or iodine, and Y represents nitrogen or a CH group, and addition products thereof with acids or metal salts are very active as microbicides in plant protection and in the protection of materials.
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- Acylated 5-aminopyrazoles and the use thereof to combat animal parasites
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The present invention relates to new acylated 5-aminopyrazoles of the formula (I) STR1 in which R1, R2, R3, R4 and R5 have the meaning given in the description, to processes for their preparation and to their use as pesticides.
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- Soluble polymer based matrix for chemically active water insoluble components
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This invention relates to a water soluble matrix composition comprising an anionic surfactant, a C6 to C18 alkyl pyrrolidone, urea and a water insoluble copolymer of vinyl pyrrolidone with not more than 50 wt. % of a comonomer selected from the group of an α-olefin, vinyl acetate, an acrylic or methacrylic acid ester and methacrylamide as a free flowing particulate solid which matrix is suitably mixed with a water insoluble, chemically active component, such as an agrochemical, to provide a clear sprayable film forming emulsion, such as a non-leachable film on a plant or other substrate surface. The invention also relates to the method of preparing the matrix and to the incorporation of an agrochemical concentrate and plant spray composition.
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- Stabilized AGchemical concentrate and use thereof
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The present invention relates to the stabilization of an agricultural chemical concentrate in aqueous solution and the stabilized concentrate which comprises: (a) between about 0.1 and about 20 wt. % of a stabilizer composition comprising: (1) a C1 to C12 alkyl vinyl ether/organic acid ester copolymer, and (2) a polymer solubilizing amount of an aromatic petroleum distillate or an oxygen-containing solvent of an N-alkyl pyrrolidone, a C3 to C8 alkanol, a dibasic acid lower alkyl ester, an ether having a boiling point above 150° C. or mixtures thereof and (b) between about 80 and about 99.9 wt. % concentrate containing a water-insoluble active agricultural chemical, a solvent for said agricultural chemical and a surfactant for said concentrate. The invention also relates to the use of said stabilized concentrate.
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- Stabilized agchemical concentrate and use thereof
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The present invention relates to the stabilization of an agricultural chemical concentrate in aqueous solution and the stabilized concentrate which comprises: (a) between about 0.1 and about 20 wt. % of a stabilizer composition comprising: (1) between about 10 and about 90 wt. % of a water-insoluble, non-crosslinked, film forming polymer, and (2) a polymer solubilizing amount of an aromatic petroleum distillate or an oxygen-containing solvent of an N-alkyl pyrrolidone, a C3 to C8 alkanol, a dibasic acid lower alkyl ester, an ether having a boiling point above 150° C. or mixtures thereof and (b) between about 80 and about 99.9 wt. % concentrate containing a water-insoluble active agricultural chemical, a solvent for said agricultural chemical and a surfactant for said concentrate. The invention also relates to the use of said stabilized concentrate.
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- Substituted tetrahydro-5-nitro-pyrimidines
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The present invention relates to novel substituted in that one tetrahydro-5-nitro-pyrimidine of the formula (I), according to claim 1, STR1 in which n, R1, R2 have the meaning given in the description, to a process for its preparation and to its use for combating animal pests, especially insects, arachnids and nematodes, which are encountered in agricultural, in forestry, in the protection of stored products and of materials and, in the hygiene sector.
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- Sodium chlorite - Yet another oxidant for thiols to disulphides
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An efficicient oxidative coupling of thiols to disulphides is described using sodium chlorite which has good synthetic and commercial relevance.
- Ramadas,Srinivasan
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p. 227 - 234
(2007/10/02)
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- Method for preparing stearically hindered aryl phosphites
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A new process is disclosed for the manufacture of hindered aryl phosphites using derivatives of mercaptothiazole or dithiocarbamic acid as catalysts. Ortho-tertiary alkyl aryl phosphites are produced by the reaction of a phosphorus trihalide with an ortho-tertiary alkyl phenolic compound in the presence of the aforementioned catalysts.
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- Synthesis and characterization of dimethyl- and dimethoxyphenylbis(N,N-dialkyldithiocarbamato)tellurium(IV) and chlorodimethyl- and chlorodimethoxyphenyl-(N,N-dialkyldithiocarbamato)tellurium(IV). Crystal structures of Me2Te2 and (p-MeOC6H4)2Te2
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The compounds Me2Te2, Me2TeCl, (p-MeOC6H4)2Te2, and (p-MeOC6H4)2TeCl, where R = Me, Et, have been prepared and characterised primarily by vibrational and NMR spectroscopy.Variable temperature NMR spectroscopy and qualitative time studies indicate that in solution the dimethoxyphenyltellurium derivatives undergo the reductive-elimination noted for analogous phenyl derivatives but the reductive-elimination does not occur with the dimethyl tellurium derivatives.The crystal structures of Me2Te2, 1, and (p-MeOC6H4)2Te2, 5, were completed.The cell parameters for 1, which crystallizes as monoclinic in space group P21/n, are a = 13.550(2), b = 13.034(2), c = 17.854(2) Angstroem, β = 106.61(1) deg, V = 3021.6(7) Angstroem3, Z = 8, R = 0.0368, and Rw = 0.0402 and for 5, which crystallizes as monoclinic in space group C2/c, are a = 35.36(1), b = 11.063(3), c = 12.778(3) Angstroem, β = 96.16(3) deg, V = 4963(3) Angstroem3, Z = 8, R = 0.0627, and Rw = 0.0646.
- Bailey, Jane H. E.,Drake, John E.
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- ZUR UMSETZUNG VON ARYLMETHYLKETONEN MIT SCHWEFEL, SEKUNDAEREN AMINEN UND SCHWEFELDIOXID
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The acetophenones 2 react with different sulfurdioxide-secondary amine adducts 1 and sulfur to yield the red-coloured zwitterionic 2-imino-dithioacetates 3.Enamines can be proved to be intermediates in this reaction.Thus enamines 5 and other derivatives such as acetophenone anil, acetophenone diethyl acetal and diphenacyl sulfide also give 3.In the absence of 1, 3a react with hydrogen sulfide to form the thioamide of phenylacetic acid 8. Key words: 2-Iminio-dithioacetates; iminium salts; zwitterionic; SO2-secondary amin adducts; Willgerodt-Kindler-reaction; enamines; heptathiocanes.
- Matschiner, Hermann,Maschmeier, Claus-Peter,Maier, Nadja,Hansen, Jens
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p. 223 - 230
(2007/10/02)
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- Delivery system for agricultural chemicals
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An emulsifiable concentrate comprising an agriculturally active chemical, a surfactant, an organic diluent and a solvent having first and second components, the first component being capable of solubilizing the agriculturally active chemical and the second component in conjunction with the surfactant being effective to disperse the agriculturally active chemical. The inventive concentrate allows for high concentrations of the active ingredient, exhibits excellent stability and produces highly stable compositions upon dilution with water.
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- OXIDATION OF DERIVATIVES OF DITHIOCARBAMIC ACID WITH NITROUS ACID
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The oxidation of derivatives of dithiocarbamic acid with nitrous acid was studied.Analysis of the kinetic relations showed that the rate-determining step of the reaction is the formation of the nitrosyl cation.
- Shavetov, V. A.,Zolotov, A. N.,Mokrushin, V. S.
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p. 739 - 742
(2007/10/02)
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- Stilbene derivatives, and fungicides which contain these compounds
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Stilbene derivatives of the formula STR1 where R1 and R2 independently of one another are each C1 -C8 -alkyl, X is hydrogen, halogen, C1 -C4 -alkoxy, trifluoromethyl, cyano or nitro, Y is hydrogen, alkyl, haloalkyl, alkoxyalkyl, cycloalkyl, aralkyl, aryl, aryloxy, halogen, an unsubstituted or substituted C4 H4 chain which is fused to the benzene radical, alkoxy, haloalkoxy, NO2, alkylthio, thiocyanato, cyano, aralkyloxy, aryloxymethyl, STR2 and R' and R" independently of one another are each hydrogen, alkyl, alkoxy, alkylthio or cycloalkyl or are each phenyl which is unsubstituted or substituted by alkyl, halogen or alkoxy, and n is from 1 to 4, and fungicides containing these compounds.
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- Fungicidal piperidine derivatives
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R2 and R3 are hydrogen or alkyl, R4 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, unsubstituted or substituted aralkyl, COR5, CO2 R6 or CONR7 R8, R5 and R6 are alkyl, unsubstituted or substituted aryl or unsubstituted or substituted aralkyl, R7 and R8 are hydrogen, alkyl, unsubstituted or substituted aryl or unsubstituted or substituted aralkyl and n is 0, 1, 2 or 3, and its plant-tolerated acid addition salts, excluding the compounds where, simultaneously, R4 is hydrogen, acetyl or propionyl, n is 0 or 1 and R1, R2 and R3 are hydrogen, and fungicides containing the novel piperidines and salts.
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- Process for the preparation of thiuram disulfides
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A process for the preparation of thiuram disulfides substituted with aliphatic cycloaliphatic, araliphatic, or aromatic hydrocarbon radicals, said process comprising reacting a suitably substituted secondary amine having a pKa ≥8 with carbon disulfide in a solvent and in the presence of oxygen or oxygen-containing gas, a solvent, and a metalliferous catalyst, at a temperature of between 0° C. and 200° C.
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- Process for the preparation of thiuram disulfides
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A process for the preparation of thiuram disulfides substituted with aliphatic, cycloaliphatic, araliphatic, or aromatic hydrocarbon radicals, said process comprising reacting a suitably substituted secondary amine with carbon disulfide and in the presence of a tertiary amine or ammonia, oxygen or oxygen-containing gas, a solvent, and a metalliferous catalyst, at a temperature of between 0° C. and 200° C.
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- 1,3-Dioxan-5-yl-alkyltriazoles, their preparation, their use for regulating plant growth, and regulators containing these compounds
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Compounds of the formula STR1 where Ar, R1, R2 and X have the meanings given in the claims, their preparation and their use as plant growth regulators.
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- 1,3-Dioxan-5-yl-alkenyltriazoles, their preparation, their uses in regulating plant growth, and regulators containing these compounds
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Novel 1,3-dioxan-5-yl-alkenyltriazoles of the formula STR1 where R1 and R2 are identical or different and each is hydrogen or alkyl of 1 to 5 carbon atoms, Ar is furanyl, thienyl, biphenylyl or naphthyl, or is phenyl which is unsubstituted or substituted by alkyl, alkoxy or alkenyl, each of 1 to 5 carbon atoms, or by fluorine, chlorine, bromine, iodine, nitro, trifluoromethyl or phenoxy, and X is C=O, --CH(OH)-- or --CH(O--COR3)--, where R3 is unsubstituted or halogen- or alkoxy-substituted alkyl of 1 to 5 carbon atoms or alkenyl of 2 to 5 carbon atoms or aryl, their salts and metal complexes, and their preparation. The novel compounds are plant growth regulators.
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- Crystal Structures of N,N,N',N'-Bis(tetramethylene)thiuram Disulfide and Tetramethylthiuram Disulfide
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Both compounds crystallize with four molecules in a monoclinic unit cellwith dimensions 1: 2, a=9.432(1) Angstroem, b=10.432(1) Angstroem, c=13.851(1) Angstroem, β=97.08(1) grad, V=1353(1) Angstroem3, 2: 2, a=9.672(1) Angstroem, b=9.931(2) Angstroem, c=11.882(8) Angstroem, β=99.43(3) grad, V=1120(5) Angstroem3.The space groups are 1: A2/a, 2: C2/c.Both structures were determined with direct methods from 1081(1) and 883(2) reflections, collected with a four-circle X-ray single-crystal diffractometer at room temperature.The structures were refined by the method of least-squares rendering a final R=0.041 for both.The structures are similar and consist of van der Waals packed (S2CNR2)2-units.The geometry of the S2CNC2-units in thiuram disulfides and ionic dithiocarbamates is compared.The only significant differences are found in the CS2-moiety.
- Ymen, Ingvar
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p. 707 - 714
(2007/10/02)
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- SYNTHESIS OF SUBSTITUTED 1,3-DITHIOLANES FROM α,β-DIBROMO OXIMES
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Derivatives of 1,3-Dithiolanes were obtained by the reaction of α,β-dibromo oximes, synthesized by bromination of the corresponding α,β-unsaturated oximes, with the salts of xanthic and dithiocarbamic acids and also with di(sodiothio)methylenemalononitrile and di(sodiothio)methylenecyanoethyl acetate.The bromine atom at the α position of the α,β-dibromo oximes undergoes substitution initially.The O-acyl derivatives of α,β-dibromo oximes underwent debromination under these conditions to the corresponding O-acylated α,β-unsaturated oximes.
- Tashchi, V. P.,Ivanov, A. P.,Rukasov, A. F.,Putsykin, Yu. G.,Orlova, T. I.,Baskakov, Yu. A.
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p. 1930 - 1937
(2007/10/02)
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- 4-Nitro-2-trichloromethylphenylsulfenamides
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New 4-nitro-2-trichloromethylphenylsulfenamides having a fungicidal and bactericidal action, processes for their manufacture, fungicides containing these compounds as active ingredients, and a process for combating fungi with these compounds.
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- Thiolphosphoric acid-S-4-nitro-2-trichloromethylphenyl esters as fungicides
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New thiolphosphoric acid-S-4-nitro-2-trichloromethylphenyl esters of the formula STR1 where X denotes oxygen or sulfur, and R1 and R2 are identical or different and each denotes a substituted or unsubstituted aliphatic radical of 1 to 18 carbon atoms or a substituted or unsubstituted alicyclic radical of 5 to 18 carbon atoms, processes for their manufacture, fungicides containing these compounds as active ingredients, their manufacture, and processes for combating fungi with these novel compounds.
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