Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058477Generated: October 29, 2026

Dimethylformamide → Methyl-4-[(5-methyl-4-phenyl(1,3-thiazol-2-yl))amino]-5-methylthiothiophene-2-carboxylate

https://huagongshe.com/reaction/1058477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-BromopropiophenoneHCID 16452—
ReactantMethyl 4-[(aminothioxomethyl)amino]-5-methylthiothiophene-2-carboxylateHCID 86583851—
ProductMethyl-4-[(5-methyl-4-phenyl(1,3-thiazol-2-yl))amino]-5-methylthiothiophene-2-carboxylateHCID 86584791100%

Reaction Steps

Methyl-4-[(5-methyl-4-phenyl(1,3-thiazol-2-yl)amino]-5-methylthiothiophene-2-carboxylate: Using a procedure similar to Example 204, step (a), 51 mg (0.19 mmol) of methyl 4-[(aminothioxomethyl)amino]-5-methylthiothiophene-2-carboxylate was allowed to react with 41.4 mg (0.38 mmol) of 2-bromopropiophenone (Aldrich Chemical Co., Milwaukee, Wis.) in 2 mL of DMF for 4 h. Concentration in vacuo of the reaction mixture afforded 73 mg (100%) of methyl-4-[(5-methyl-4-phenyl(1,3-thiazol-2-yl))amino]-5-methylthiothiophene-2-carboxylate. Mass spectrum (ESI, m/z): Calcd. for C17H16N2O2S3, 377.05 (M+H), found 377.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515002B2
Source datasetuspto-grants-2003_02
ORD IDord-f57287a86f6941de82e6bbf7fde65a86
Source noteuspto-grants-2003_02