Dimethylformamide → Benzonitrile, 2-(dimethylamino)-6-nitro-

Reaction equation

[N+:1]([C:4]1[CH:11]=[CH:10][CH:9]=C([N+]([O-])=O)[C:5]=1[C:6]#[N:7])([O-:3])=[O:2].Cl.CNC.[OH-].[K+].[CH3:21][N:22]([CH3:25])[CH:23]=O>>[CH3:21][N:22]([CH3:25])[C:23]1[CH:9]=[CH:10][CH:11]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]=1[C:6]#[N:7]

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 10473Dimethylamine, hydrochloride

HCID 14797Potassium Hydroxide

HCID 520718Dinitrobenzonitrile

Product 1

HCID 11535716Benzonitrile, 2-(dimethylamino)-6-nitro-

Procedure

2-Dimethylamino-6-nitrobenzonitrile is prepared from molar equivalents of 2,6-dinitrobenzonitrile and dimethylamine hydrochloride in dimethylformamide in the presence of aqueous KOH.

Sources & evidence

ORD record: ord-2f6f0c5ff1b84278ac4f04f9b66b3eec
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04036837

Reaction notes

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