p-Toluenesulfonic acid monohydrate → 2-(2-Fluoro-5-nitrophenyl)-5-bromobenzoxazole

HRID 722570Notes

Reaction equation

HRID 722570 reaction equation
O[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[NH:9][C:10](=[O:21])[C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=1[F:20].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[N+:17]([C:15]1[CH:16]=[C:11]([C:10]2[O:21][C:2]3[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=3[N:9]=2)[C:12]([F:20])=[CH:13][CH:14]=1)([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21884381N-(2-hydroxy-5-bromophenyl)-2-fluoro-5-nitrobenzamide

Product 1

HCID 218844392-(2-Fluoro-5-nitrophenyl)-5-bromobenzoxazole

Procedure

Prepared by the method of Example 15b), from N-(2-hydroxy-5-bromophenyl)-2-fluoro-5-nitrobenzamide (1.42 g, 4.0 mmol) and p-toluenesulfonic acid monohydrate (1.67 g, 8.8 mmol) the subtitle compound was obtained (654 mg, 48%). MS 339.0 m/z (M+H)+.

Sources & evidence

ORD record
ord-c3d534ec6a7b485bb3a24f15d13f18aa
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

Loading…