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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498942Generated: November 2, 2026

Chloroform → 5-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazole

https://huagongshe.com/reaction/1498942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium BicarbonateHCID 516892—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactant[2-(4-Chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl esterHCID 68641711—
SolventMethanolHCID 887—
Product5-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazoleHCID 6864189365%

Reaction Steps

In methanol (25 ml), [2-(4-chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester (1.02 g, 2.87 mmol) prepared in the Step 28-1-1 was dissolved, and a 4-N hydrogen chloride-dioxane solution (25 ml) was added thereto. The mixture was stirred at a room temperature for 16 hours. Chloroform was added to the mixture, and the resulting mixture was neutralized with a saturated sodium bicarbonate solution. The resulting mixture was subjected to extraction with chloroform. The extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1) to give the title compound (474 mg, 65%) as a light-brown powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200008B2
Source datasetuspto-grants-2015_12
ORD IDord-2706ca54e753446ca5f1b61630640972
Source noteuspto-grants-2015_12