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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377947Generated: October 27, 2026

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

https://huagongshe.com/reaction/1377947

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 40 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 numberUS05665888
Source datasetuspto-grants-1997_09
ORD IDord-1819e9726e3949a1be9007bd1b47a227
Source noteuspto-grants-1997_09