p-Toluenesulfonic acid monohydrate → 2-(3-Nitro-6-fluorophenyl)-5-bromo-7-fluorobenzoxazole

HRID 722585Notes

Reaction equation

HRID 722585 reaction equation
O[C:2]1[C:7]([F:8])=[CH:6][C:5]([Br: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]([F:8])=[CH:6][C:5]([Br:9])=[CH:4][C:3]=3[N:10]=2)[C:13]([F:21])=[CH:14][CH:15]=1)([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 21884296N-(2-Hydroxy-3-fluoro-5-bromophenyl)-2-fluoro-5-nitrobenzamide

Product 1

HCID 218845702-(3-Nitro-6-fluorophenyl)-5-bromo-7-fluorobenzoxazole

Procedure

Prepared by the method of Example 15b), from N-(2-hydroxy-3-fluoro-5-bromophenyl)-2-fluoro-5-nitrobenzamide (858 mg, 2.3 mmol) and p-toluenesulfonic acid monohydrate (961 g, 5.1 mmol) the subtitle compound was obtained (475 mg, 58%). 1H NMR (DMSO) δ 8.91(m, 1H), 8.57(m, 1H), 8.06(s, 1H), 7.81(m, 3H).

Sources & evidence

ORD record
ord-ad7fff37a0564cd4a4258f749a48826f
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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