p-Toluenesulfonic acid monohydrate → HCID 21884352, compound

Reaction equation

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

Participants

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrate

HCID 98599812-Fluoro-5-nitro-N-phenylbenzamide

Product 1

HCID 21884352HCID 21884352, compound

Procedure

Prepared by the method of Example 15c), from N-phenyl-2-fluoro-5-nitrobenzamide (2.89 g, 10.4 mmol) and p-toluenesulfonic acid monohydrate (3.80 g, 20.0 mmol) the subtitle compound was obtained (2.41 g, 90%). 1H NMR (DMSO) δ 8.95(m, 1H), 8.52(m, 1H), 7.90(m, 2H), 7.81(t, 1H), 7.50(m, 2H).

Sources & evidence

ORD record: ord-95b391fbc4a9436aac41ca614acc188f
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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