Reacción #5429

ord-e8d6c976acfe418eb1c313ed305dfb2d

Ecuación de reacción

CCOC(=O)c1nc(SC)sc1C(=O)Cl
4-ethoxycarbonyl-2-methylthiothiazole-5-carboxylic acid chloride
CC(C)(C)N
tert-butylamine
Cl
hydrochloric acid
CCOC(=O)c1nc(SC)sc1C(=O)NC(C)(C)C
product
Rendimiento 100.2%
CCOC(=O)c1nc(SC)sc1C(=O)NC(C)(C)C
4-Ethoxycarbonyl-2-methylthiothiazole-5-carboxylic acid-tert-butylamide
Rendimiento 100.2%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe organic phase was separated
  2. 2
    Lavadowashed with 50 ml of water
  3. 3
    Secadodried over sodium sulfate
  4. 4
    OtroThe solvent was removed under reduced pressure

Procedimiento

3.50 g (13.2 mmol) of 4-ethoxycarbonyl-2-methylthiothiazole-5-carboxylic acid chloride was dissolved in 20 ml of dichloromethane and dripped, at 0° C., into a solution of 3.20 g (44 mmol) of tert-butylamine in 50 ml of dichloromethane. The mixture was allowed to warm up to room temperature and was then stirred for 14 hours. 100 ml of 10% strength hydrochloric acid was added and the organic phase was separated, washed with 50 ml of water and dried over sodium sulfate. The solvent was removed under reduced pressure, leaving 4.00 g (100%) of product as a yellow crystalline slurry.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05244867uspto-grants-1993_09