Acetone → HCID 12302618, compound

Participants

Reaction Conditions

Reaction Steps

Into a 5-liter three-necked flask provided with a thermometer, were charged 362 mg of 7-amino-3-(benzimidazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid, 900 ml of acetone, and 1 liter of water to form a solution. After adding a solution of 290 mg of 2-methyl-1,3,4-thiadiazol-5-ylthio ester of 1H-tetrazoleacetic acid in 100 ml of acetone, the solution was heated to 60° C., further admixed with 2 ml of 0.5 N aqueous hydrochloric acid, and the reaction was allowed to proceed for 4 hours. On analysis of the reaction solution by high speed liquid chromatography, the conversion was found to be 66%. After cooling, pH was decreased with 1 N hydrochloric acid, and the reaction solution was subjected to separation and purification with a synthetic adsorbent column in a customary way to obtain 273.6 mg of 7-(1H-tetrazol-1-ylacetamido)-3-(2-methyl-1,3,4-thiadiazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid as a white powder (93% purity).

Provenance & Evidence