Sodium Acetate → HCID 178501867, compound

Participants

Reaction Steps

A mixture of 7-[4-chloro-2-(methoxycarbonylmethoxyimino)-3-oxobutyramido]-3-methylthio-3-cephem-4-carboxylic acid (syn isomer) (2.6 g), thiourea (0.91 g) and sodium acetate (2.46 g) in tetrahydrofuran (10 ml) and water (20 ml) was stirred at 40° to 45° C. for 3 hours. Water (50 ml) was added to the reaction mixture and the resultant solution was washed with ethyl acetate. The separated aqueous layer was acidified to pH 2.2 with 10% hydrochloric acid and the acidified aqueous solution was extracted with ethyl acetate-tetrahydrofuran (8:2). The organic layer was washed with brine and dried over magnesium sulfate. The solution was evaporated and the residue was triturated with ether to give 7-[2-(2-aminothiazol-4-yl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-methylthio-3-cephem-4-carboxylic acid (syn isomer) (2.0 g).

Provenance & Evidence