1212-29-9Relevant articles and documents
Studies on pyrazine derivatives, XLV: Synthesis, reactions, and tuberculostatic activity of N-methyl-N′-(pyrazine-2-carbonyl)- hydrazinecarbodithioic acid methyl ester
Gobis, Katarzyna,Foks, Henryk,Zwolska, Zofia,Augustynowicz-Kopec, Ewa
, p. 965 - 975 (2006)
Methyldithiocarbonyl derivative 2 of pyrazine-2-carboxylic acid N′-methylhydrazide 1 was synthesized by methylation of CS2 adduct. Benzylamine caused the decomposition of compound 2 to pyrazine-2-carboxylic acid benzylamide 5 and 1,3-dibenzylthiourea, 6. N-methyl-N'′-(pyrazine-2-carbonyl)-hydrazinecarbodithioic acid methyl ester 2 were evidenced to cyclize to 3-methyl-5-pyrazin-2-yl-3H-[1,3,4] oxadiazole-2-thione 8 in the presence of triethylamine. In the reactions with secondary amines such as morpholine, pyrrolidine and phenylpiperazine pyrazinoyl derivatives (9-11) of thiosemicarbazide were obtained. Hydrazine, methylhydrazine, aminoalcohols, and N-alkylamino-substituted cyclic amines reacted with cyclization to 4-substituted 1,2,4-triazole-3-thiones 12, 13, and 18-22. Synthesized compounds exhibited low tuberculostatic activity in vitro (MIC 50-100 μg/mL). Copyright Taylor & Francis Group, LLC.
Method for preparing N,N'-dicyclohexylcarbodiimide by using co-reactor
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Paragraph 0043-0045, (2021/03/30)
The invention discloses a method for preparing N,N'-dicyclohexylcarbodiimide by using a co-reactor. The method comprises the steps of maintaining an aqueous solution of cyclohexylamine in a strong alkaline environment in the same reactor, adding carbon disulfide into the same reactor, and adding sodium hypochlorite for oxidation to obtain N,N'-dicyclohexylcarbodiimide. According to the method, thetechnological process is simplified through the co-reactor reaction, generation of highly toxic and harmful gas is avoided, the safety risk of production is reduced, and then the purpose of environment-friendly and safe production is achieved.
Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions
Yuan, Wen-Kui,Liu, Yan Fang,Lan, Zhenggang,Wen, Li-Rong,Li, Ming
supporting information, p. 7158 - 7162 (2018/11/25)
An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.
Rapid and highly efficient synthesis of thioureas in biocompatible basic choline hydroxide
Azizi, Najmedin,Farhadi, Elham
, p. 548 - 554 (2017/09/27)
A straightforward and convenient synthesis of symmetrical thiourea derivatives by the reaction of primary amines and carbon disulfide in biocompatible basic choline hydroxide is presented. A variety of biologically important thiourea derivatives can be obtained in good to excellent yields without a tedious work-up under mild reaction conditions. A series of primary aliphatic and aromatic amines with different substituted functional groups have been converted to thiourea derivatives under milder reaction conditions and short reaction times.
Method for recycling recycled N,N'-dicyclohexylurea
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Paragraph 0027, (2016/10/31)
The invention relates to a method for recycling recycled N,N'-dicyclohexylurea. The method comprises the steps of adding N,N'-dicyclohexylurea and sodium hydroxide into a reaction still, starting stirring, raising temperature to 80-450 DEG C and reacting for 2-8 hours to steam out yielded fluid of cyclohexane in a reaction process. The method has the advantages that the N,N'-dicyclohexylurea of a bio-polypeptide condensing agent by-product is recycled to achieve reclamation of wastes, the problem that the industrialization of the N,N'-dicyclohexylurea is hard to be processed is solved, and the regeneration from the N,N'-dicyclohexylurea to cyclohexylamine to N,N'-dicyclohexylcarbodiimide is achieved, a solvent is not used, and the shortcomings that an organic solvent is flammable and combustible and high in cost are overcome, the yield of the cyclohexylamine is larger than 99%, the purity is larger than 99.3%, raw materials only have the N,N'-dicyclohexylurea and the sodium hydroxide, the products are only cyclohexylamine and sodium carbonate, and the cyclohexylamine and the sodium carbonate can be separated easily. The method is safe and environmentally friendly, low in cost and suitable for industrial production.
Application of "hydrogen bonding interaction" in new drug development: Design, synthesis, antiviral activity, and sars of thiourea derivatives
Lu, Aidang,Wang, Ziwen,Zhou, Zhenghong,Chen, Jianxin,Wang, Qingmin
, p. 1378 - 1384 (2015/03/05)
A series of simple thiourea derivatives were designed based on the structure of natural product harmine and lead compound and synthesized from amines in one step. The antiviral activity of these thiourea derivatives was evaluated. Most of them exhibited significantly higher anti-TMV activity than commercial plant virucides ribavirin, harmine, and lead compound. The hydrogen bond was found to be important but not the more the better. The optimal compound (R,R)-20 showed the best anti-TMV activity in vitro and in vivo (in vitro activity, 75%/500 a??g/mL and 39%/100 a??g/mL; inactivation activity, 71%/500 a??g/mL and 35%/100 a??g/mL; curative activity, 73%/500 a??g/mL and 37%/100 a??g/mL; protection activity, 69%/500 a??g/mL and 33%/100 a??g/mL), which is significantly higher than that of Ningnanmycin. The systematic study provides strong evidence that these simple thiourea derivatives could become potential TMV inhibitors.
Green process development for the synthesis of aliphatic symmetrical N,N'-disubstituted thiourea derivatives in aqueous medium
Jangale, Asha D.,Kumavat, Priyanka P.,Wagh, Yogesh B.,Tayade, Yogesh A.,Mahulikar, Pramod P.,Dalal, Dipak S.
supporting information, p. 236 - 244 (2015/10/29)
A highly efficient green process for the synthesis of N,N'-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N'-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover the new route is concise, chromatography-free, and adaptable to pilot-scale preparation.
Green Process Development for the Synthesis of Aliphatic Symmetrical N,N ′-Disubstituted Thiourea Derivatives in Aqueous Medium
Jangale, Asha D.,Kumavat, Priyanka P.,Wagh, Yogesh B.,Tayade, Yogesh A.,Mahulikar, Pramod P.,Dalal, Dipak S.
supporting information, p. 376 - 385 (2015/10/29)
A highly efficient green process for the synthesis of N,N′-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in an aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N′-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover, the new route is concise, does not require chromatography, and is adaptable to pilot-scale preparation. GRAPHICAL ABSTRACT.
Synthesis of thioureas in ionic liquid medium
Halimehjani, Azim Ziyaei,Farahbakhsh, Fataneh
, p. 284 - 288 (2013/08/26)
A highly efficient procedure for the synthesis of symmetrical thioureas by means of simple condensation of primary amines and carbon disulfide in 1-butyl-3-methylimidazolium chloride [BMIM][Cl] as a cheap and commercially available ionic liquid is presented. This procedure works for aromatic and aliphatic primary amines and give high to excellent yields of symmetrical thioureas without need for any catalyst or tedious work-up.
Copper-catalyzed one-pot synthesis of 2-thioxo-2,3-dihydroquinazolin-4(1H)- ones from ortho-bromobenzamides and isothiocyanates
Wang, Fei,Zhao, Peng,Xi, Chanjuan
supporting information; experimental part, p. 231 - 235 (2011/02/28)
Copper-catalyzed tandem reaction of ortho-bromobenzamides and isothiocyanates is described, which provides an efficient and practical route for the synthesis of 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones. The optimal condition involved the following parameters: CuI as precatalyst, Cs 2CO3 as base, N,N′-dimethylethane-1,2-diamine as ligand, and toluene as solvent, with reaction temperature at 120 °C.
