Thioacetamide → 3-(2,5-Dimethyl-thiazol-4-yl)-benzoic acid methyl ester

반응식

[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[CH:11](Br)[CH3:12])[CH:5]=1.[C:16]([NH2:19])(=[S:18])[CH3:17]>>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[N:19]=[C:16]([CH3:17])[S:18][C:11]=2[CH3:12])[CH:5]=1

참가 물질

반응물 2

HCID 2723949Thioacetamide

HCID 22139798Rac-3-(2-bromo-propionyl)-benzoic acid methyl ester

생성물 1

HCID 696879213-(2,5-Dimethyl-thiazol-4-yl)-benzoic acid methyl ester수율 80.4%

반응 조건

온도: 130 °C

실험 절차

A mixture of rac-3-(2-bromo-propionyl)-benzoic acid methyl ester (6.78 g) and thioacetamide (5.63 g) was heated to 130° C. for 20 min. The mixture was partitioned between AcOEt and H2O, the organic layer was dried and evaporated and the residual oil was chromatographed on silica gel using AcOEt/hexane (1:4) as eluent to give 3-(2,5-dimethyl-thiazol-4-yl)-benzoic acid methyl ester (4.97 g) as yellow oil.

후처리

customThe mixture was partitioned between AcOEt and H2O
customthe organic layer was dried
customevaporated
customthe residual oil was chromatographed on silica gel

출처 및 근거

ORD 기록: ord-7c1dc49f9b404ab3a95a60a2efe053ca
출처 데이터셋: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06544985B2

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