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 diethel 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 diethel ether
8. washthe combined organic extracts were washed with brine
9. dry with materialdried (MgSO4)
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure

ORD record

ord-ce40c768d2d6497f8b57fd0db2d69f99

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08501933B2