TY - JOUR

T1 - Synthesis of 4-[5-(Phenylsulfonylmethyl)thien-2-yl]-1,2,3-thiadiazoles

AU - Yekhlef, M.

AU - Певзнер, Леонид

AU - Петров, М.Л.

AU - Степаков, Александр Владимирович

PY - 2024/6/1

Y1 - 2024/6/1

N2 - Abstract: A series of 5-(phenylsulfonylmethyl)-2-acetylthiophenes was synthesized by the reaction of 5-bromomethyl-2-acetylthiophene with 4-substituted potassium phenylsulfinates. They were converted to carboethoxyhydrazones by treating with carboethoxyhydrazine in benzene under reflux in the presence of p-toluenesulfonic acid. 4-[5-(Phenylsulfonylmethyl)thiophen-2-yl]-1,2,3-thiadiazoles were prepared when treating carboethoxyhydrazones with thionyl chloride. 4-Bromosubstituted analogs were synthesized by the reaction of 4-(4-bromo-5-bromomethylthiophen-2-yl)-1,2,3-thiadiazole with potassium phenylsulfinates.

AB - Abstract: A series of 5-(phenylsulfonylmethyl)-2-acetylthiophenes was synthesized by the reaction of 5-bromomethyl-2-acetylthiophene with 4-substituted potassium phenylsulfinates. They were converted to carboethoxyhydrazones by treating with carboethoxyhydrazine in benzene under reflux in the presence of p-toluenesulfonic acid. 4-[5-(Phenylsulfonylmethyl)thiophen-2-yl]-1,2,3-thiadiazoles were prepared when treating carboethoxyhydrazones with thionyl chloride. 4-Bromosubstituted analogs were synthesized by the reaction of 4-(4-bromo-5-bromomethylthiophen-2-yl)-1,2,3-thiadiazole with potassium phenylsulfinates.

KW - 4-(thiophen-2-yl)-1,2,3-thiadiazoles

KW - alkylation

KW - bromomethylthiophenes

KW - potassium phenylsulfinates

UR - https://www.mendeley.com/catalogue/804e9437-173e-352d-be44-f8f461e1c499/

U2 - 10.1134/S1070363224060033

DO - 10.1134/S1070363224060033

M3 - Article

VL - 94

SP - 1241

EP - 1246

JO - Russian Journal of General Chemistry

JF - Russian Journal of General Chemistry

SN - 1070-3632

IS - 6

ER -