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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 905460Generated: October 29, 2026

Diethyl Ether → Benzhydryl 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylate

https://huagongshe.com/reaction/905460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium AcetateHCID 517045—
ReactantThioureaHCID 2723790—
ReactantBenzhydryl 7-(4-bromo-2-methoxyiminoacetoacetamido)-3-vinyl-3-cephem-4-carboxylateHCID 131713160—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductBenzhydryl 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylateHCID 13171319191%

Reaction Steps

A solution of benzhydryl 7-(4-bromo-2-methoxyiminoacetoacetamido)-3-vinyl-3-cephem-4-carboxylate (syn isomer)(1.2 g), thiourea (0.5 g) and sodium acetate (trihydrate)(0.7 g) in water (20 ml) and tetrahydrofuran (20 ml) was stirred at 30° C. for 3.5 hours. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and dried over anhydrous magnesium sulfate. Removal of the solvent gave a residue, which was pulverized with diethyl ether to obtain benzhydryl 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylate (syn isomer) (1.05 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04423213
Source datasetuspto-grants-1983_12
ORD IDord-9d8a8a3750884219a81bcbb17a680267
Source noteuspto-grants-1983_12