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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702069Generated: October 30, 2026

Diisopropyl Ether → 7-[2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/1702069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantSodium AcetateHCID 517045—
ReactantThioureaHCID 2723790—
Reactant7-(2-Methoxyimino-3-oxo-bromobutyramido)-3-cephem-4-carboxylic acidHCID 131712504—
SolventMethanolHCID 887—
Product7-[2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acidHCID 131712444118.7%

Reaction Conditions

Temperature30 °C

Reaction Steps

7-(2-Methoxyimino-3-oxo-4-bromobutyramido)-3-cephem-4-carboxylic acid (syn isomer, 10 g.) was added to a solution of thiourea (2.81 g.) and sodium acetate (2.22 g.) in methanol (50 ml) and stirred at 30° C. for 5 hours. To the resultant solution was added diisopropyl ether (200 ml.) and stirred at 30 minutes. The precipitates were collected by filtration, washed with diisopropyl ether and dried to give 7-[2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (syn isomer, 11.2 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04379922
Source datasetuspto-grants-1983_04
ORD IDord-49bfe9c9e18942f78a78926493c2feea
Source noteuspto-grants-1983_04