Acetanilide → HCID 25216868, compound

HRID 1028381Notes

Reaction equation

HRID 1028381 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7](Br)=[C:6]([N+:11]([O-])=O)[C:5]=1[CH3:14].[C:16]1([NH:22][C:23](=O)[CH3:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]2[N:22]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:23]([CH3:24])=[N:11][C:6]=2[C:5]=1[CH3:14])=[O:15]

Participants

3

Reactant 2

HCID 904AcetanilideHCID 59845702HCID 59845702, compound

Product 1

HCID 25216868HCID 25216868, compound

Procedure

The title compound was prepared with the analogous procedure described in example 3 using 4-Bromo-2-methyl-3-nitrobenzoic acid methyl ester and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as yellow solid. 1H NMR (DMSO) δ 2.49 (s, 3 H), 2.62 (s, 3 H), 7.18 (d, J=8.6 Hz, 1 H), 7.28 (d, J=8.6 Hz, 1 H), 7.52-7.61 (m, 6 H); 13C NMR δ 13.5, 14.7, 51.8, 108.0, 123.7, 125.9, 126.9, 129.7, 130.1, 130.2, 134.0, 136.5, 138.0, 152.8, 167.2.

Workup

  1. customThe title compound was prepared with the analogous procedure

Sources & evidence

ORD record
ord-edcd48249b494603aeffa72dc04698e0
Source dataset
uspto-grants-2014_05
Patent number
US08735586B2

Reaction notes

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