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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375273Generated: October 30, 2026

Ethyl 2-aminooxypropanoate → (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-ethoxy-1-oxopropan-2-yl)oxyiminoacetic acid

https://huagongshe.com/reaction/375273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-aminooxypropanoateHCID 548209—
Reactant4-Thiazoleacetic acid, 2-amino-alpha-oxo-HCID 12783320—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(1-ethoxy-1-oxopropan-2-yl)oxyiminoacetic acidHCID 1372918686.1%

Reaction Steps

17.2 g of (2-amino-4-thiazolyl)glyoxylic acid are added whilst cooling with ice to a solution of 14.6 g of O-(1-ethoxycarbonylethyl)hydroxylamine in 20 ml of dimethylformamide. The solution is stirred for 12 hours without cooling, and then diluted with 180 ml of methanol. In order to complete crystallisation, stirring continues for 5 hours at -5°, and then the product is filtered off by suction and dried. 24.7 g (86%) of the title compound are obtained. M.p.: 166°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05484928
Source datasetuspto-grants-1996_01
ORD IDord-3d2a7f428fa34bbe8c29628851aae31b
Source noteuspto-grants-1996_01