Ethyl chloroformate → HCID 86736687, compound

Participants

Reaction Conditions

Reaction Steps

A solution of the penicillin-G triethylammonium salt thus obtainable, in a mixture of 40 ml of methylene chloride and 40 ml of tetrahydrofurane, is cooled to -10° C. and 2.9 ml of a 10 ml solution of 2 ml of chloroformic acid ethyl ester in tetrahydrofurane are slowly added, whilst stirring. The mixture is stirred for 90 minutes at -5° to 0° C., a solution of 0.395 g of sodium azide in 4 ml of water is then added, and the mixture is stirred for 30 minutes at -5° to 0° C. It is diluted with 100 ml of ice water and extracted three times with 75 ml of methylene chloride at a time; the organic extracts are washed with water, dried and evaporated at room temperature under reduced pressure. The amorphous penicillin-G azide is thus obtained, infrared absorption spectrum (in methylene chloride): characteristic bands at 3.05μ, 4.71μ, 5.62μ, 5.80μ, 5.94μ, 6.69μ and 8.50μ.

Provenance & Evidence