反应详情

To a solution of 1.55 g. of p-nitrobenzyl 7-amino-3-hydroxy-3-cephem-4-carboxylate hydrochloride in 30 ml. of acetone containing 364 mg. (0.5 ml., 3.6 mmole) of triethylamine was added962 mg. of urea. With stirring at room temperature, a solution of 730 mg. (4.4 mmole) of 2-thiophene acetyl chloride in 20 ml. of acetone was added dropwise to the mixture. After 2.5 hours the reaction mixture was filteredand evaporated. The residue was dissolved in ethyl acetate and the solutionwas washed successively with water, a 5% solution of sodium bicarbonate, 5%hydrochloric acid, and a saturated solution of sodium chloride. The washed solution was dried and then was concentrated by evaporation in vacuo to yield 1.2 g. of the reaction product as a crystalline residue. The productwas recrystallized from ethyl acetate to yield pure p-nitrobenzyl 7-[2-(2-thienyl)acetamido]-3-hydroxy-3-cephem-4-carboxylate having the following spectral properties.

1. customAfter 2.5 hours the reaction mixture was filteredand evaporated
2. dissolutionThe residue was dissolved in ethyl acetate
3. washthe solutionwas washed successively with water
4. customThe washed solution was dried
5. concentrationwas concentrated by evaporation in vacuo
6. customto yield 1.2 g
7. customThe productwas recrystallized from ethyl acetate