Water → Thiazole, 4-[(methylthio)methyl]-2-(trifluoromethyl)-

Temperatur

25 °C

2-(Trifluoromethyl)4-thiazolemethanol (EP 402246; 1.5 g, 8.3 mmol) was dissolved in 15 ml chloroform, treated with thionyl chloride(1.8 ml, 2.4 g, 21 mmol) and heated to reflux. After 1h, the mixture was cooled and volatiles were removed under vacuum. The residue was taken up in 25 ml ethyl acetate and washed with 10 ml sat. NaHCO3, 10 ml sat. NaCl, dried(Na2SO4) and evaporated. The residue was taken up in 5 ml ethanol and treated in portions with sodium thiomethoxide (800 mg, 12 mmol) and stirred for 1 h at 25° C. The mixture was poured into 15 ml water and extracted 2× 15 ml ethyl acetate. The combined extracts were washed with sat. NaCl, dried(Na2SO4) and evaporated to obtain 1.3 g of 2-(Trifluoro-methyl)-4(methylthio)methyl thiazole (A).

1. temperatureheated to reflux
2. customvolatiles were removed under vacuum
3. washwashed with 10 ml sat. NaHCO3, 10 ml sat. NaCl, dried(Na2SO4)
4. customevaporated
5. extractionextracted 2× 15 ml ethyl acetate
6. washThe combined extracts were washed with sat. NaCl, dried(Na2SO4)
7. customevaporated

ORD-Eintrag

ord-cd44fa74dab247e485c19181a521991f

Quelldatensatz

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07863303B2