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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250236Generated: November 1, 2026

Ammonium Hydroxide → Ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/250236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantEthyl isobutyrylacetateHCID 81583—
ReactantThioureaHCID 2723790—
SolventDichloromethaneHCID 6344—
ProductEthyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylateHCID 82443692%

Reaction Steps

To a solution of 4-methyl-3-oxo-pentanoic acid ethyl ester (10 g, 63.2 mmol) in dichloromethane (150 mL) at 0° C. is added SO2Cl2 (5.64 mL, 69.5 mmol). The reaction mixture is stirred at ambient temperature for 1 hour. The reaction mixture is extracted with water (30 mL). To the aqueous layer is added 1,4-dioxane (60 mL) followed by thiourea (8.8 g, 63.2 mmol). The mixture is stirred at 80° C. overnight and cooled to room temperature. The reaction mixture is adjusted to pH 12 with conc. NH4OH and filtered. The filter cake is washed with water to give the title compound (12.4 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863302B2
Source datasetuspto-grants-2011_01
ORD IDord-c1b0fda251fc4c1ab299f85a1b6b9cfd
Source noteuspto-grants-2011_01