N-(4-Methoxyphenyl)Acetamide → HCID 24821600, compound

HRID 1931289Notes

Reaction equation

HRID 1931289 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-])=O.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=O)[CH3:21])=[CH:15][CH:14]=1>>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[C:2]3[CH:7]=[CH:6][N:5]=[CH:4][C:3]=3[N:8]=[C:20]2[CH3:21])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 5827N-(4-Methoxyphenyl)AcetamideHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 24821600HCID 24821600, compoundYield 70.2%

Procedure

Method B applied to 4-chloro-3-nitropyridine (79 mg, 0.5 mmol) and N-(4-methoxyphenyl)acetamide (99 mg, 0.6 mmol) afforded the title compound as viscous oil (84 mg, 70%). 1H NMR (DMSO) δ 2.55 (s, 3H), 3.88 (s, 3H), 7.21 (d, J=8.8Hz, 2H), 7.57 (d, J=8.8Hz, 2H), 7.69 (d, J=5.4Hz, 1H), 8.57 (d, J=5.4Hz, 1H), 9.44 (s, 1H).

Sources & evidence

ORD record
ord-402a5a996f714541a5c24c984f063d4e
Source dataset
uspto-grants-2012_05
Patent number
US08188282B2

Reaction notes

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