Reacción #62771

Ecuación de reacción

7-Aminocephalosporanic acid

potassium 1,2,5-thiadiazole-3-thiolate

boron trifluoride etherate

→

7-amino-3-(1,2,5-thiadiazol-3-yl)thiomethyl-3-cephem-4-carboxylic acid

Rendimiento 73.0%

Disolventes

trifluoroacetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for 12 hours at room temperature
2. 2
   OtroThe reaction mixture was evaporated under reduced pressure
3. 3
   FiltraciónThe precipitates were collected by filtration
4. 4
   Lavadowashed with cool water, acetone and diethyl ether
5. 5
   Otrodried

Procedimiento

7-Aminocephalosporanic acid (0.272 g) was added to the solution of potassium 1,2,5-thiadiazole-3-thiolate (0.136 g) in trifluoroacetic acid (5 ml) and the mixture was stirred for a few minutes until the solution turned clear, and then, boron trifluoride etherate (0.434 g) was added thereto and the mixture was stirred for 12 hours at room temperature. The reaction mixture was evaporated under reduced pressure and the residue was adjusted to pH 3.0 with 2% aqueous solution of ammonium hydroxide. The precipitates were collected by filtration, washed with cool water, acetone and diethyl ether and dried to give 7-amino-3-(1,2,5-thiadiazol-3-yl)thiomethyl-3-cephem-4-carboxylic acid (0.210 g).

Fuente