反应详情

温度

10 °C

To a solution of 200 mg of 7-amino-3-[3-(4-carbamoylpyridinio)-1-propen-1-yl]-3-cephem-4-carboxylate hydrochloride (E isomer) in 5 ml of 50% aqueous acetone was added portionwise 190 mg of 2-ethoxyimino-2-(5-amino-1,2,4-thiadiazol-3-yl)acetyl chloride hydrochloride [prepared according to the procedure described in published Japan patent application (Kokai) No. 57-24389 (2/8/82)], and the mixture was adjusted to pH 6.5-7.0 with 2N Na2CO3 (about 1 ml). The reaction mixture was stirred at 10° C. for an hour, acidified to pH 2 with 1N HCl and evaporated in vacuo. The residue was filtered and the filtrate was chromatographed on a column of HP-20, which was eluted with 500 ml of water and 25% aqueous isopropanol, successively. Fractions containing the desired product were combined and evaporated under reduced pressure. The oily residue was treated with isopropanol (20 ml) to give 263 mg (93%) of the title compound (I-2H). M.p. 170° C. (dec.).

1. customprepared
2. customevaporated in vacuo
3. filtrationThe residue was filtered
4. customthe filtrate was chromatographed on a column of HP-20, which
5. washwas eluted with 500 ml of water and 25% aqueous isopropanol
6. additionFractions containing the desired product
7. customevaporated under reduced pressure
8. additionThe oily residue was treated with isopropanol (20 ml)