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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 435246Generated: October 29, 2026

Methanol → 2-(2-Aminothiazol-4yl)-2-n-butoxyiminoacetic acid

https://huagongshe.com/reaction/435246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetateHCID 54097425—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Aminothiazol-4yl)-2-n-butoxyiminoacetic acidHCID 5402430278.7%

Reaction Steps

A solution of ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetate (syn isomer, 36 g.), methanol (133 ml.), tetrahydrofuran (133 ml.) and 2 N aqueous solution of sodium hydroxide (133 ml.) was stirred at 30° C. for 5 hours. After the resultant solution was concentrated in vacuo, the residue was dissolved in water. The solution was adjusted to pH 7 with 10% hydrochloric acid and treated with activated charcoal. The solution was adjusted to pH 2.0 with 10% hydrochloric acid and stirred for 20 minutes under ice cooling. The precipitates were collected by filtration, washed with water and acetone in turn, and dried to give 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetic acid (syn isomer, 25.4 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04400379
Source datasetuspto-grants-1983_08
ORD IDord-2253780fbf4d44b997b9321ee2822b64
Source noteuspto-grants-1983_08