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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 266247Generated: October 25, 2026

Dimethylformamide → (2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochloride

https://huagongshe.com/reaction/266247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsopropyl AcetateHCID 7915—
ReactantDiphosgeneHCID 10426—
Reactant(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acidHCID 5486924—
SolventTetrahydrofuranHCID 8028—
Product(2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochlorideHCID 14038209794%

Reaction Steps

Dimethylformamide (0.8 g, 11 mmol) was added to 9 ml of tetrahydrofuran, followed by ice-cooling. To the resulting mixture, 0.6 ml of trichloromethyl chloroformate was added dropwise under ice-cooling. After stirring the resulting mixture for 30 minutes, the mixture was cooled to -10° C. (Z)-2-(2-Amino-thiazol-4-yl)-2-methoxyiminoacetic acid (840 mg, 4.2 mmol) was added and the mixture so obtained was stirred for 2 hours. The mixture was added with 9 ml of isopropyl acetate, followed by stirring for 30 minutes. A precipitate was collected by filtration under a nitrogen gas stream and then dried at room temperature, whereby 1.23 g of the title compound were obtained (yield: 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05650518
Source datasetuspto-grants-1997_07
ORD IDord-a0f791409a584fea8fb7fb0116e3a933
Source noteuspto-grants-1997_07