Phosphorus, Sulfur and Silicon and the Related Elements p. 2431 - 2440 (2003)
Update date:2022-08-03
Topics:
Burbuliene
Jakubkiene
Mekuskiene
Vainilavicius
Alkylation of 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triozole- 3-thione (2) with various alkyl halides, 4-chlorophenacyl bromide, chloroacetic acid, and α-chloroacetanilide afforded S-substituted 1,2,4-triazoles (3-11). 3-Carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1, 2,4-triazole (9), in the presence of acetic anhydride, was cyclized to 6-(4,6-dimethyl-2-pyrimidinyl-sulfanyl)methylthiazolo[3,2-b][1,2,4]triazol-3(2H) -one (12). The later condensed with aromatic aldehydes to give 6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-6-[(1-aryl)methylidene]thiazolo[3, 2-b][1,2,4]triazol-3(2H)-ones (13, 14) and under treatment with aniline underwent ring-disclosure reaction to yield 3-(phenylcarbamoyl)methylsulfanyl-5- (4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (11).
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