1-[3,4-Bis(benzyloxy)-5-nitrophenyl]-2-bromoethan-1-one → HCID 68704696, compound
Reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[C:8]([C:9](=[S:11])[NH2:10])=[CH:7][CH:6]=[CH:5][N:4]=1.[CH2:14]([O:21][C:22]1[CH:23]=[C:24]([C:39](=O)[CH2:40]Br)[CH:25]=[C:26]([N+:36]([O-:38])=[O:37])[C:27]=1[O:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C>[CH2:14]([O:21][C:22]1[CH:23]=[C:24]([C:39]2[N:10]=[C:9]([C:8]3[C:3]([C:2]([F:1])([F:12])[F:13])=[N:4][CH:5]=[CH:6][CH:7]=3)[S:11][CH:40]=2)[CH:25]=[C:26]([N+:36]([O-:38])=[O:37])[C:27]=1[O:28][CH2:29][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-(trifluoromethyl)pyridine-3-carbothioamide (0.227 g, 1.10 mmol) and 1-[3,4-bis(benzyloxy)-5-nitrophenyl]-2-bromoethanone (0.50 g, 1.10 mmol) were refluxed overnight in absolute ethanol (5 mL). After cooling to room temperature, the reaction mixture was poured onto water (50 mL). The resulting precipitate was filtered off, washed with water (25 mL) and dried. Recrystallisation from dichloromethane/isopropanol afforded 4-(3,4-bis(benzyloxy)-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)thiazole, 0.539 g (87%).