2-Aminophenol → N-Phenyl-2-fluoro-5-nitrobenzamide

HRID 722554Notes

Reaction equation

HRID 722554 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1O>>[C:15]1([NH:14][C:4](=[O:5])[C:3]2[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:2]=2[F:1])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 58012-AminophenolHCID 109765702-Fluoro-5-nitrobenzoyl chloride

Product 1

HCID 9859981N-Phenyl-2-fluoro-5-nitrobenzamide

Procedure

Prepared by the method of Example 15b), from 2-fluoro-5-nitrobenzoylchloride (2.23 g, 11.0 mmol) and 2-aminophenol (1.20 g, 11.0 mmol) the subtitle compound was obtained (2.89 g, 91%). 1H NMR (DMSO) δ 10.00(s, 1H), 9.75(d, 1H), 8.62(m, 1H), 8.46(m, 1H), 7.96(d, 1H), 7.67(t, 1H), 7.03(t, 1H), 6.94(d, 1H), 6.85(t, 1H).

Sources & evidence

ORD record
ord-72b18044b20e48a799d7d2e7253483df
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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