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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780978Generated: November 1, 2026

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

https://huagongshe.com/reaction/1780978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
Reactant(alphaZ)-2-Amino-alpha-(methoxyimino)-4-thiazoleacetic acidHCID 5486924—
ReactantDimethylaminochloromethyleneammonium chlorideHCID 86750850—
SolventTetrahydrofuranHCID 8028—
Product(2Z)-2-[2-(dimethylaminomethylideneamino)-1,3-thiazol-4-yl]-2-methoxyiminoacetyl chloride;hydrochlorideHCID 14038209796.9%

Reaction Conditions

Temperature-12 °C

Reaction Steps

Dimethylaminochloromethyleneammonium chloride (1.52 g, 12.0 mmol) was dissolved in 7 ml of tetrahydrofuran, followed by cooling to -12° C. Added to the solution were 1.10 g (5.5 mmol) of (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid and the resulting mixture was stirred for 40 minutes. Isopropyl ether (16 ml) was added to the reaction mixture, followed by stirring for 20 minutes. Deposited crystals were collected under a nitrogen gas stream, collected by filtration and then dried, whereby 1.65 g of the title compound were obtained (yield: 96.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05631378
Source datasetuspto-grants-1997_05
ORD IDord-94207a37d3ee491990b588d121f42aa9
Source noteuspto-grants-1997_05