Thiourea → 4-(Propan-2-yl)-1,3-thiazol-2-amine

1-Bromo-3-methyl-butan-2-one (10.5 g, 64 mmol, prepared as described in Org. Syn. Coll. Vol. 6, p. 193 (1988)) was added to a stirring slurry of thiourea (4.601 g, 60 mmol) in 20 mL EtOH. The reaction mixture was heated to reflux for 90 minutes, then cooled and concentrated under reduced pressure. The residue was dissolved in water, and the resulting solution was diluted with concentrated aqueous NaOH until pH was adjusted to about 12. The mixture was extracted with diethyl ether, and the combined organic extracts were washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give 4-isopropyl-thiazol-2-ylamine (7.8 g) as an oil.

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 90 minutes
3. temperaturecooled
4. concentrationconcentrated under reduced pressure
5. dissolutionThe residue was dissolved in water
6. additionthe resulting solution was diluted with concentrated aqueous NaOH until pH
7. extractionThe mixture was extracted with diethyl ether
8. washthe combined organic extracts were washed with brine
9. dry with materialdried (MgSO4)
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-c2c47a6ddd3d495e943319cca22fb2f1

Quelldatensatz

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07786110B2