o-Iodonitrobenzene → HCID 25216872, compound

HRID 1028394Notes

Reaction equation

HRID 1028394 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][C:19](=O)[CH:20]=[CH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N:8]=[C:19]1/[CH:20]=[CH:21]/[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 69115o-IodonitrobenzeneHCID 303258HCID 303258, compound

Product 1

HCID 25216872HCID 25216872, compoundYield 21.2%

Procedure

The title compound was prepared with the analogous procedure described in example 7 (one pot reaction) using 1-iodo-2-nitrobenzene (124.5 mg, 0.5 mmol) and N-(2-chloro-phenyl)-3-phenylacrylamide (154 mg, 0.6 mmol) as starting materials to yield the title compound as a solid (35 mg, 21%). 1H NMR (DMSO) δ 6.73 (d, 1 H), 7.03 (d, 1H), 7.31 (t, 1H), 7.39 (m, 4H), 7.58 (d, 2 H), 7.70 (m, 1H), 7.75 (m, 1H), 7.79 (m, 2H), 7.88 (dd, 2H). [M+H+]: 331.08.

Workup

  1. customThe title compound was prepared with the analogous procedure
  2. customdescribed in example 7 (one pot reaction)

Sources & evidence

ORD record
ord-3cb3afe089084981a0f1f3a8ebd10619
Source dataset
uspto-grants-2014_05
Patent number
US08735586B2

Reaction notes

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