Réaction #1755463

Équation de réaction

1-[2-(3,5-dimethyl-phenyl)-1-thiophen-2-yl-ethyl]-3-(2-hydroxy-ethyl)-thiourea

1-[2-(3,5-Dimethyl-phenyl)-1-thien-2-yl-ethyl]-3-(2-hydroxy-ethyl)-thiourea

diisopropyethylamine

cyanomethyl-trimethyl-phosphonium iodide

→

title compound

Rendement 95.0%

(4,5-Dihydro-thiazol-2-yl)-[2-(3,5-dimethyl-phenyl)-1-thien-2-yl-ethyl]-amine

Rendement 95.0%

Solvants

propionitrile

Conditions de réaction

Traitement

1. 1
   ExtractionExtraction with ethyl acetate
2. 2
   Lavagewashing with potassium carbonate solution and water
3. 3
   Autreby drying
4. 4
   Autreevaporation of the solvent

Mode opératoire

To a solution of 1-[2-(3,5-dimethyl-phenyl)-1-thiophen-2-yl-ethyl]-3-(2-hydroxy-ethyl)-thiourea (0.30 g) from example 6 and diisopropyethylamine (0.16 g) in propionitrile (10 ml) was added cyanomethyl-trimethyl-phosphonium iodide (0.27 g, prepared according to Tetrahedron 2001, 57, 5451-54). The reaction mixture was heated up to 90° C. for 72 h. Extraction with ethyl acetate, washing with potassium carbonate solution and water followed by drying and evaporation of the solvent yielded 0.27 mg (95%) of the title compound as brownish oil.

Source