反应详情

温度

10 °C

To a stirred solution of 139 mg (0.31 mmole) of 7-amino-3-[3-(4-carbamoylpyridinio)-1-propenyl]-3-cephem-4-carboxylate hydrochloride in 3.5 ml of 50% aqueous acetone in an ice-cooling bath was added portionwise 120 mg (0.44 mmole) of 2-(5-amino-1,2,4-thiadiazol-3-yl)-2-cyclopentyloxyiminoacetyl chloride hydrochloride (from Preparation No. 27). The mixture was adjusted to pH 6.5-7.0 with 2N Na2CO3 (0.9 ml) and stirred for 1 hour at 10° C. The reaction mixture was acidified to pH 2 with 1N HCl and evaporated under reduced pressure. The residue was chromatographed on a column of HP-20 resin (20 ml) and was eluted with 300 ml of water and 30% CH3OH-H2O, successively. Fractions containing the product were combined and concentrated in vacuo. The residue was treated with 60 ml of acetone to give 111 mg (83 %) of the title compound I-5H. Mp. 160° C. (dec.). Estimated purity 70%.

1. customevaporated under reduced pressure
2. customThe residue was chromatographed on a column of HP-20 resin (20 ml)
3. washwas eluted with 300 ml of water and 30% CH3OH-H2O
4. additionFractions containing the product
5. concentrationconcentrated in vacuo
6. additionThe residue was treated with 60 ml of acetone