Acetanilide → HCID 23094067, compound

HRID 1028383Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[N+:9]([O-])=O.[C:12]1([NH:18][C:19](=O)[CH3:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[Br:8][C:5]1[CH:6]=[CH:7][C:2]2[N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:19]([CH3:20])=[N:9][C:3]=2[CH:4]=1

Participants

Reactant 2

HCID 904Acetanilide

HCID 770041,4-Dibromo-2-nitrobenzene

Product 1

HCID 23094067HCID 23094067, compoundYield 61%

Procedure

The title compound was prepared with the analogous procedure described in example 1 using 2,5-Dibromonitrobenzene (140 mg, 0.5 mmol) and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as a yellow solid (87 mg, 61%). 1H NMR (DMSO) δ 2.52 (s, 3 H), 7.18 (d, J=8.8 Hz, 1 H), 7.43 (d, J=8.8 Hz, 1 H), 7.58-7.68 (m, 5 H), 7.98 (br s, 1 H); 13C NMR δ 13.5, 112.5, 115.5, 119.5, 126.4, 126.9, 129.6, 130.1, 134.0, 139.0, 154.2, 156.8.

Workup

customThe title compound was prepared with the analogous procedure

Sources & evidence

ORD record: ord-4575540994c44f89a9991bceff60a734
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735586B2

Reaction notes

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