Reacción #1509580

ord-757bce8d5c33420980255c8d8a6e7596

Ecuación de reacción

NC(N)=S
thiourea
CCOC(=O)C(Br)C(=O)C(C)C
Ethyl 2-bromo-4-methyl-3-oxopentanoate
CCOC(=O)c1sc(N)nc1C(C)C
product
Rendimiento 40.6%
CCOC(=O)c1sc(N)nc1C(C)C
Ethyl 2-amino-4-isopropylthiazole-5-carboxylate
Rendimiento 40.6%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux
  2. 2
    Temperaturathe reaction mixture refluxed further for 1 h
  3. 3
    Concentraciónwas concentrated in vacuum

Procedimiento

A solution of thiourea (1.1 g) in ethanol (10 mL) was brought to reflux. Ethyl 2-bromo-4-methyl-3-oxopentanoate (3.0 g) was then added and the reaction mixture refluxed further for 1 h. The reaction was complete (by TLC) and was concentrated in vacuum. Flash chromatography (100% DCM→90:10 DCM:MeOH) afforded the product (1.1 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE045323E1uspto-grants-2015_01