Dimethylamine → 5-(Dimethylamino)-2-nitrobenzonitrile

HRID 64862

Reaction equation

HRID 64862 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8].[CH3:13][NH:14][CH3:15].O>CN(C)C=O>[CH3:13][N:14]([CH3:15])[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([CH:9]=1)[C:7]#[N:8]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 1005065-Chloro-2-nitrobenzonitrile

Product 1

HCID 202358405-(Dimethylamino)-2-nitrobenzonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

65 g of 5-chloro-2-nitrobenzonitrile was dissolved in 150 ml of dimethylformamide, and 150 ml of a 50% aqueous solution of dimethylamine was added thereto. After cooling the heat generated, the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into water, and the precipitate thus formed was collected by filtration, washed with water and then with methanol to obtain 64.5 g of 5-dimethylamino-2-nitrobenzonitrile (melting point: 174°-175° C.).

Workup

  1. temperatureAfter cooling the heat
  2. customthe precipitate thus formed
  3. filtrationwas collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-934f6ac65dc04e32bb075d3a7db1f0f1
Source dataset
uspto-grants-1986_09
Patent number
US04610987

Linked notes

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