Chloroacetone → Ethyl 4-methyl-1,3-thiazole-2-carboxylate

Ethyl thiooxamate (3.0 g, 22 mmol) was dissolved in ethanol (30 mL) under argon. Chloroacetone (1.8 mL, 22 mmol) was added and the resultant solution was heated at 80° C. for 16 h. The reaction mixture was concentrated in vacuo, adsorbed onto silica gel, and purified by column chromatography on silica gel eluting with 97:3, then 95:5 hexane:ethyl acetate to afford ethyl 4-methyl-1,3-thiazole-2-carboxylate (850 mg, 22% yield) as an oil. 1H NMR (CDCl3, 300 MHz) 7.20 (s, 1H), 4.48 (q, J=7.1 Hz), 2.56 (s, 3H), 1.47 (s, 3H). MS (EI ionization) 171 (M+).

1. concentrationThe reaction mixture was concentrated in vacuo
2. custompurified by column chromatography on silica gel eluting with 97:3

ORDレコード

ord-7e12347167a949b9897dc702b39f38aa

出典データセット

uspto-grants-2005_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06956049B1