2396-68-1Relevant articles and documents
Preparation method of alkyl-substituted thiophenol
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Paragraph 0021-0022; 0031-0032, (2018/12/13)
The invention provides a preparation method of alkyl-substituted thiophenol. Alkyl-substituted benzene sulfonyl chloride is used as a raw material, a mixed solvent and acid are regarded as a reactionsystem, and under synergistic catalysis of metal and organophosphorus and reduction action of reductive salt, the alkyl-substituted thiophenol is obtained. The preparation method of the alkyl-substituted thiophenol has a high industrialized application value, an Iron powder reduction technology can be effectively replaced, the defects that an organic reducing system is high in cost, high in toxicity, difficult in post-treatment and the like are overcome, inorganic salt which is cheap and easy to get is used as a main reducing agent, through the synergistic catalysis action, the reducibility ofthe inorganic salt is significantly improved, the reaction yield stabilizes at 92% or above, and a technology has the characteristics of being simple and convenient to operate, short in production cycle, low in cost, clean, environmentally friendly and suitable for industrialized production.
Synthesis and spectral study of tetra(2,3-thianaphtheno)-porphyrazine, its tetra-tert-butyl derivative and their Mg(II), Al(III), Ga(III) and In(III) complexes
Taraymovich, Ekaterina S.,Korzhenevskii, Andrey B.,Mitasova, Yulia V.,Kumeev, Roman S.,Koifman, Oscar I.,Stuzhin, Pavel A.
experimental part, p. 54 - 65 (2012/02/16)
Starting from easily available thiophenols (PhSH (1a), 4-tert-butyl-PhSH (1b)) and oxalylchloride we have prepared 2,3-thianaphtenequinones 2a,b which were then successively converted to thianaphthene-2,3-dicarboxylic acids 4a,b their imides 10a,b, diamides 9a,b and finally to thianaphthene-2,3- dicarbonitriles 11a,b the key precursors for the series of novel porphyrazines bearing four 2,3-annulated thianaphthene moieties. The free-bases 12a,b were obtained by cyclotetramerization of the dinitrile 11a,b in the presence of lithium in n-pentanol, while the reaction with magnesium(II) butoxide in n-butanol leads to the Mg(II) complex 13a. Complexes with Al(III) (14a,b), Ga(III) (14a,b) and In(III) (14a,b) were obtained by the template cyclotetramerization of the dinitriles 11a,b in a melt with the corresponding (hydroxy)acetates. Tetra(2,3-thianaphtheno)porphyrazine 12a and its metal complexes 13a15a are only sparingly soluble in common organic solvents, the solubility is enhanced for their tert-butyl substituted derivatives 12b, 14b16b. The study of the electronic absorbtion spectra has revealed that the extension of the porphyrazine π-chromophore by fusion of four thianaphthene fragments due to the angular type of their annulation (similar to that found in 1,2-naphthalocyanines) and negative inductive effect of the sulfur atoms has an effect on its spectral properties which is less than in the case of the isoelectronic naphthalene rings fusion and is comparable with the influence of four benzene rings in phthalocyanines.
Preparation of new tert-butyl substituted coumarins, thiocoumarins and dithiocoumarins
Voss, Jrgen,Edler, Ronald,Adiwidjaja, Gunadi
, p. 1893 - 1905 (2008/02/10)
6-tert-Butyl-4-methyl- and 6,8-di-tert-butyl-4-methylcoumarin were prepared from tert-butylphenols and diketene via the corresponding aryl acetoacetates. 6-tert-Butyl-4-methyl-thiocoumarin (6) was obtained from 6-tert-butylthiophenol. Thionation with Lawesson's or Davy's reagent led to the related thion- and dithiocoumarins. The structures were proved by NMR spectroscopy and an X-ray structure analysis of 6.
Oxidation/reduction interconversion of thiols and disulfides using hydrogen and oxygen catalyzed by a rhodium complex
Arisawa, Mieko,Sugata, Chiyoshi,Yamaguchi, Masahiko
, p. 6097 - 6099 (2007/10/03)
RhH(PPh3)4 catalyzes reduction of disulfides to thiols by hydrogen and RhH(PPh3)4/1,4- bis(diphenylphosphino)butane (dppb) catalyzes oxidation of thiols to disulfides by oxygen.
Catalytic kinetic resolution of 5-alkoxy-2(5H)-furanones
Faber, Wijnand S.,Kok, Johan,De Lange, Ben,Feringa, Ben L.
, p. 4775 - 4794 (2007/10/02)
The kinetic resolution of racemic 5-alkoxy-2(5H)-furanones, using a chiral aminoalcohol catalyzed 1,4-addition of arylthiols, was examined. Using various butenolides it was shown that a γ-alkoxy substituent appears to be essential to reach high enantioselectivities whereas electron-donating substituents in the arylthiols also increase the selectivity. Cinchona alkaloids are the preferred catalysts for the kinetic resolution, with quinine and quinidine leading to the most efficient and selective thiol additions. A remarkable dilution effect and a strong dependency on the mode of addition of reactants were observed. Optimization studies are presented of the kinetic resolution of 5-methoxy-2(5H)-furanone 2 resulting in (R)-2 or (S)-2 with enantiomeric excesses exceeding 90%. A mechanism for the quinine (quinidine) catalyzed kinetic resolution is given.
REAGENTS FOR 2-TETRAHYDROTHIENYL AND 2-TETRAHYDROTHIOPYRANYL CATIONS
Giovani, Elena,Napolitano, Elio,Pelosi, Paolo
, p. 257 - 260 (2007/10/02)
O- and S-2-tetrahydrothienyl and 2-tetrahydropyranyl ethers were obtained by reaction of primary alcohols, phenols, and arenethiols with 1-p-toluenesulphonyliminotetrahydrofuran and 1-p-toluenesulphonyliminotetrahydrothiopyran in the presence of sodium hydride in dimethylformamide or by acid-catalysed transacetalysation of 2-methoxytetrahydrothiophene and 2-methoxytetrahydrothiopyran with secondary alcohols and arenethiols.
Indole, benzofuran, benzothiophene containing lipoxygenase inhibiting compounds
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, (2008/06/13)
Compounds of the formula: STR1 wherein R1 is (1) hydrogen, (2) C1 to C4 alkyl, (3) C2 to C4 alkenyl, or (4) NR2 R3, wherein R2 and R3 are independently selected from (1) hydrogen, (2) C1 to C4 alkyl and (3) hydroxyl, but R2 and R3 are not simultaneously hydroxyl; wherein X is oxygen, sulfur, SO2, or NR4, wherein R4 is (1) hydrogen, (2) C1 to C6 alkyl, (3) C1 to C6 alkoyl, (4) aroyl, or (5) alkylsulfonyl; A is selected from C1 to C6 alkylene and C2 to C6 alkenylene; n is 1-5; Y is selected independently at each occurrence from (1) hydrogen, (2) halogen, (3) hydroxy, (4) cyano, (5) halosubstituted alkyl, (6) C1 to C12 alkyl, (7) C2 to C12 alkenyl, (8) C1 to C12 alkoxy, (9) C3 to C8 cycloalkyl, (10) C1 -C8 thioalkyl, (11) aryl, (12) aryloxy, (13) aroyl, (14) C1 to C12 arylalkyl, (15) C2 to C12 arylalkenyl, (16) C1 to C12 arylalkoxy, (17) C1 to C12 arylthioalkoxy, and substituted derivatives of (18) aryl, (19) aryloxy, (20) aroyl, (21) C1 to C12 arylalkyl, (22) C2 to C12 arylalkenyl, (23) C1 to C12 arylalkoxy, or (24) C1 to C12 arylthioalkoxy, wherein substituents are selected from halo, nitro, cyano, C1 to C12 alkyl, alkoxy, and halosubstituted alkyl; Z is oxygen or sulfur; and M is hydrogen, a pharmaceutically acceptable cation, aroyl, or C1 to C12 alkoyl, are potent inhibitors of 5- and/or 12-lipoxygenase enzymes. Also disclosed are lipoxygenase inhibiting compositions and a method for inhibiting lipoxygenase activity.
Sulfur-containing imidazoles
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, (2008/06/13)
Novel imidazole mercaptals of the formula STR1 wherein each m is independently zero or one; and R1 and R2 each are independently selected from (lower)alkyl, cycloalkyl, cycloalkyl(lower)alkyl, phenyl, phenyl(lower)alkyl, thienyl, thienyl(lower)alkyl, pyridyl and pyridyl(lower)alkyl, in which the phenyl and heterocyclic rings optionally may contain from 1 to 3 substituents, and acid addition salts thereof, are useful antimicrobial agents.
N-[4-(Tert-butyl)phenylsulfenyl]-N-alkylcarbamoyl fluoride compounds
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, (2008/06/13)
N-[4-(tert-butyl)phenylsulfenyl]-N-alkylcarbamoyl fluoride compounds are useful as intermediates in the preparation of pesticidally active carbamoyloxime compounds.
Theoretical and Spectroscopical Investigations of Indigo Dyes, XXII. - Preparations of 5,5'- and 6,6'-Dialkylated Indigo Dyes
Meier, Helmut,Luettke, Wolfgang
, p. 1303 - 1333 (2007/10/02)
The manifolded applicabilities of indigo dyes are strongly restricted by the low solubility of most of their representatives.We describe in this paper the preparation of a series of dialkylated indigos 1, thioindigos 2, dyes of the cibaviolett-type 3, and of the corresponding vinylogues 4, 5, and 6 by different synthetic methods.Some of the prepared compounds show a remarkable solubility and can be used for spectroscopic measurements even in non-polar solvents.
