Dimethylformamide → 2-Hydroxy-4-phenylthiazole

A suspension of 2-bromoacetophenone (5 g, 0.0251 mol), potassium thiocyanate (8.6 g, 0.088 mol) and potassium iodide (0.25 g, 0.0015 mol) in dry DMF (25 mL) was heated to 80° C. for 2 h. The reaction mixture was concentrated to dryness under reduced pressure and the residue was dissolved in glacial acetic acid (25 mL) and 50% aqueous H2SO4 was added to it. The reaction mixture was heated to 100° C. for 10 min. The reaction mixture was poured in ice water and the precipitate formed was filtered and dried under reduced pressure to get 4-phenylthiazol-2(3H)-one (3.3 g, yield 75%) as a brown solid, which was carried through without further purification.

1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
2. dissolutionthe residue was dissolved in glacial acetic acid (25 mL)
3. addition50% aqueous H2SO4 was added to it
4. temperatureThe reaction mixture was heated to 100° C. for 10 min
5. additionThe reaction mixture was poured in ice water
6. customthe precipitate formed
7. filtrationwas filtered
8. customdried under reduced pressure

ORD-Eintrag

ord-747cd62c668945d9a9ceb632e061300e

Quelldatensatz

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08901156B2