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 1 h, 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. temperaturethe mixture was cooled
3. customvolatiles were removed under vacuum
4. washwashed with 10 ml sat. NaHCO3, 10 ml sat. NaCl
5. dry with materialdried (Na2SO4)
6. customevaporated
7. extractionextracted 2×15 ml ethyl acetate
8. washThe combined extracts were washed with sat. NaCl
9. dry with materialdried (Na2SO4)
10. customevaporated

ORD-Eintrag

ord-8aafead6e65d48f0b5bf5eb77c917d13

Quelldatensatz

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08183270B2