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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908630Generated: November 1, 2026

Thiourea → Methyl 2-amino-4-(methoxymethyl)thiazole-5-carboxylate

https://huagongshe.com/reaction/908630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
ReactantMethyl 2-bromo-4-methoxy-3-oxobutanoateHCID 53423683—
SolventEthanolHCID 702—
ProductMethyl 2-amino-4-(methoxymethyl)thiazole-5-carboxylateHCID 2522042354%

Reaction Steps

A solution of the crude product (about 30 mmol) obtained in Step 1 and thiourea (2.28 g) in ethanol (60 ml) was heated under reflux overnight. After cooling to room temperature, the reaction mixture was partitioned by adding ethyl acetate and water. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, filtrated, and concentrated under reduced pressure. Then, suitable amounts of isopropanol, chloroform, ethyl acetate and diisopropyl ether were added, and the mixture was stirred at room temperature for 30 min. The precipitated crystals were collected by filtration and dried to give the title compound (3.27 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017612B2
Source datasetuspto-grants-2011_09
ORD IDord-4c3ca7b09f8d428e9208b2aef89a2616
Source noteuspto-grants-2011_09