Ammonia → 7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid

Temperature

60 °C

To 10 ml of nitromethane were added 2.72 g of of 7-amino-cephalosporanic acid (hereinafter referred to as "7-ACA"), 9.63 g of zinc chloride and 0.71 g of methanol. The mixture was heated at 60° C. for 90 min to advance a reaction. After completion of the reaction, the reaction mixture was cooled to 5° C. To the reaction mixture were added 30 ml of water and 10 ml of methanol. Then, the mixture was adjusted to pH 7.8 with aqueous ammonia at a temperature of from -2° C. to 2° C. The resulting precipitate was filtered off, and then washed with water. The filtrate was combined with the washings. The resulting mixture was adjusted to pH 3.5 with 36 % hydrochloric acid to thereby form a precipitate. The precipitate was collected by filtration, and washed with 10 ml of cold water and, then, with 20 ml of cold methanol to obtain the desired product, namely 7-amino-3-methoxymethyl-3-cephem-4-carboxylic acid. The amount of the desired product was 0.98 g. The yield of the desired product was 40 %.

1. customa reaction
2. customAfter completion of the reaction
3. temperaturethe reaction mixture was cooled to 5° C
4. filtrationThe resulting precipitate was filtered off
5. washwashed with water
6. customto thereby form a precipitate
7. filtrationThe precipitate was collected by filtration
8. washwashed with 10 ml of cold water

ORD record

ord-13e8f730d95a4bde859b861c964441e3

Source dataset

uspto-grants-1990_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04902793