p-Toluenesulfonic acid monohydrate → 2-(3-Nitro-6-fluorophenyl)-6,7-difluorobenzoxazole
Reaction equation
O[C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[NH:10][C:11](=[O:22])[C:12]1[CH:17]=[C:16]([N+:18]([O-:20])=[O:19])[CH:15]=[CH:14][C:13]=1[F:21].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N+:18]([C:16]1[CH:17]=[C:12]([C:11]2[O:22][C:2]3[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=3[N:10]=2)[C:13]([F:21])=[CH:14][CH:15]=1)([O-:20])=[O:19]Participants
3
Procedure
Prepared by the method of Example 15b), from N-(2-hydroxy-3,4-difluorophenyl)-2-fluoro-5-nitrobenzamide (718 mg, 2.3 mmol) and p-toluenesulfonic acid monohydrate (961 g, 5.1 mmol) the subtitle compound was obtained (303 mg, 45%). 1H NMR (DMSO) δ 8.92(m, 1H), 8.57(m, 1H), 7.85(d, 1H), 7.81(m, 1H), 7.61(m, 1H).
Sources & evidence
- ORD record
- ord-c9f20eaf3882430198138165f0455644
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07138425B2
Reaction notes
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