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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630272Generated: October 31, 2026

Ammonium Hydroxide → Ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/630272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantThioureaHCID 2723790—
ReactantEthyl 2-bromo-3-oxopentanoateHCID 13048353—
SolventEthanolHCID 702—
ProductEthyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylateHCID 12801682103.8%

Reaction Steps

To a refluxing solution of thiourea (2.6 g, 34.3 mmol) in absolute ethanol (30 mL) was added ethyl 2-bromo-3-oxopentanoate (7.3 g, 32.7 mmol) always keeping the mixture at reflux. The solution was stirred at reflux for another 1.5 hours. After cooling to room temperature, the solution was poured in ice/water (150 mL). The mixture was neutralized with concentrated NH4OH. The solid material was recovered by filtration, washed with water (2×50 mL) and hexanes (3×50 mL), and dried in vacuo, affording ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate (6.8 g, 94% yield). The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315521B2
Source datasetuspto-grants-2016_04
ORD IDord-ff207bffecdc4b21b66ad1fd8bd58ab1
Source noteuspto-grants-2016_04