2-CHLORO-N-(4-METHYL-1,3-THIAZOL-2-YL)ACETAMIDE synthesis

Yield:50772-53-7 92%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 1 h;Cooling with ice;

Steps:

1

EXAMPLE 1Preparation of 2-(2-chloroacetyl)amino-4-methylthiazole (III-1)1.14 g of compound II-1 (10 mmol), 1.31 g of dry triethylamine (13 mmol) and 50 mL of dry CH₂Cl₂ are added into a 100 mL of round-bottom flask to form a mixture. The mixture is cooled with an ice-water bath under stirring. Then 1.24 g of the solution of chloroacetyl chloride (11 mmol) dissolved in 5 mL of dry CH₂Cl₂ is added dropwise slowly, after completion, the reaction mixture is stirred for 1 hour under the room temperature. The reaction mixture is diluted with 50 mL of CH₂Cl₂, followed by washed with the saturated saline. The organic phase is dried by anhydrous Na₂SO₄, and then the solvent is removed on the rotary evaporator. The resulting residue is purified by column chromatography to obtain the pure product of compound III-1, 1.75 g, and the yield is 92%. The product is a colorless crystal, and the melting point is 128-129° C., and the peak values of IR (KBr) are 3185, 3053, 1653, 1578 and 1380 cm^-1. The compounds of II-1 and III-1 are one of the compounds having general formula II and III, respectively.

References:

US2011/281922,2011,A1 Location in patent:Page/Page column 3