Thiourea → HCID 43141115, compound
Reaction equation
Cl[CH2:2][C:3]([C:5]1[C:10]([F:11])=[CH:9][C:8]([F:12])=[CH:7][C:6]=1[F:13])=O.[NH2:14][C:15]([NH2:17])=[S:16]>CCO>[F:13][C:6]1[CH:7]=[C:8]([F:12])[CH:9]=[C:10]([F:11])[C:5]=1[C:3]1[N:14]=[C:15]([NH2:17])[S:16][CH:2]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-chloro-1-(2,4,6-trifluorophenyl)ethanone (9.04 g, 43.5 mmol) and thiourea (3.51 g, 46.1 mmol) in 95% EtOH (50 mL) was heated at reflux overnight. The solution was concentrated and mixed with water (100 mL) and saturated aqueous Na2CO3 (5.0 mL). The solids were filtered and dried under vacuum to give 4-(2,4,6-trifluorophenyl)thiazol-2-amine (9.71 g) as pink-white solids in 97% yield: 1H NMR (500 MHz, DMSO-d6) δ 7.26-7.22 (m, 2H), 7.09 (s, 2H), 6.77 (s, 1H).
Workup
- temperaturewas heated
- temperatureat reflux overnight
- concentrationThe solution was concentrated
- additionmixed with water (100 mL) and saturated aqueous Na2CO3 (5.0 mL)
- filtrationThe solids were filtered
- customdried under vacuum
Sources & evidence
- ORD record
- ord-25cfcda4cb824fcc9bf316e94a71ccf8
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09409902B2
Reaction notes
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