Acetanilide → HCID 3494565, compound

HRID 1028384Notes

Reaction equation

HRID 1028384 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:11]([O-])=O.[C:14]1([NH:20][C:21](=O)[CH3:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH3:22][C:21]1[N:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:2]2[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=2[N:11]=1

Participants

3

Reactant 2

HCID 904AcetanilideHCID 877371-(4-Bromo-3-nitrophenyl)ethan-1-one

Product 1

HCID 3494565HCID 3494565, compoundYield 62.3%

Procedure

The title compound was prepared with the analogous procedure described in example 1 using 1-(4-Bromo-3-nitrophenyl)-ethanone (122 mg, 0.5 mmol) and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as a yellow solid (78 mg, 62%). 1H NMR (DMSO) δ 2.54 (s, 3 H), 2.68 (s, 3 H), 7.27 (d, J=8.6 Hz, 1 H), 7.58-7.71 (m, 5 H), 7.92 (d, J=8.86 Hz, 1 H), 8.35 (br s, 1 H); 13C NMR δ 13.8, 27.0, 110.4, 117.9, 123.5, 126.7, 129.7, 130.0, 132.4, 133.9, 137.9, 153.8, 157.2, 197.0.

Workup

  1. customThe title compound was prepared with the analogous procedure

Sources & evidence

ORD record
ord-569a87a8ce8f4ce3bcc7b4c11c5176e2
Source dataset
uspto-grants-2014_05
Patent number
US08735586B2

Reaction notes

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