p-Toluenesulfonic acid monohydrate → 2-(3-Nitro-6-fluorophenyl)-5,7-dichlorobenzoxazole
Reaction equation
O[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[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]([Cl:8])=[CH:6][C:5]([Cl:9])=[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-3,5-dichlorophenyl)-2-fluoro-5-nitrobenzamide (798 g, 2.3 mmol) and p-toluenesulfonic acid monohydrate (961 g, 5.1 mmol) the subtitle compound was obtained (597 mg, 79%). 1H NMR (DMSO) δ 9.00(t, 1H), 8.78(s, 1H), 8.24(dd, 1H), 7.97(s, 1H), 7.77(s, 1H), 7.09(d, 1H), 3.46(q, 2H), 1.73(m, 2H), 1.04(t, 3H).
Sources & evidence
- ORD record
- ord-1b5d285bff6d43db9d0e3b02594bf11a
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07138425B2
Reaction notes
Loading…