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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195589Generated: October 31, 2026

Acetic Acid → 7-[2-(2-Aminothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/1195589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
Reactant7-[2-(2-Aminothiazol-4-yl)-2-ethoxycarbonylmethoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acidHCID 131714063—
SolventWaterHCID 962—
Product7-[2-(2-Aminothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acidHCID 9132335251.3%

Reaction Steps

A mixture of 7-[2-(2-aminothiazol-4-yl)-2ethoxycarbonylmethoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid (syn isomer) (1.45 g) and sodium bicarbonate (0.63 g) in water (15 ml) was stirred at ambient temperature for 7 days. The reaction mixture was adjusted to pH 6.0 with acetic acid. The solution was subjected to column chromotagraphy on macroporous nonionic adsorption resin "Diaion HP-20" (30 ml) and eluted with water. The eluate was acidified to pH 2.2 with 10% hydrochloric acid under ice-cooling. The precipitates were collected by filtration and dried to give 7-[2-(2-aminothiazol-4-yl)-2-carboxymethoxyiminoacetamido]-3-vinyl-3-cephem-4-carboxylic acid (syn isomer) (0.7 g), which was identified by comparing the physico-chemical data with those of the object compound in Example 90.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05110921
Source datasetuspto-grants-1992_05
ORD IDord-1dc9f3ec28d54a02bfd69f5e67cec866
Source noteuspto-grants-1992_05