4-Nitrobenzaldehyde → 2-(4-Nitrobenzylidene)amino-3,3-dichloropropenonitrile

HRID 896942Notes

Reaction equation

HRID 896942 reaction equation
[NH2:1][C:2](=[C:5]([Cl:7])[Cl:6])[C:3]#[N:4].[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)([O-:10])=[O:9]>C1(C)C=CC=CC=1>[N+:8]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[N:1][C:2](=[C:5]([Cl:7])[Cl:6])[C:3]#[N:4])=[CH:13][CH:12]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 122571202-Amino-3,3-dichloroprop-2-enenitrile

Product 1

HCID 122907202-(4-Nitrobenzylidene)amino-3,3-dichloropropenonitrile

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-amino-3,3-dichloropropenonitrile (15.0 g, 0.11 mole) and 4-nitrobenzaldehyde (15.1 g, 0.10 mmol) in toluene (200 ml) was refluxed for 23 hours. The mixture was evaporated, methanol (100 ml) was added and the mixture was allowed to stand overnight. After filtration, the title compound was isolated as a brown-yellow solid.

Workup

  1. customThe mixture was evaporated
  2. additionmethanol (100 ml) was added
  3. filtrationAfter filtration

Sources & evidence

ORD record
ord-ab27802a4a1e4be6ae5f4c6f1f8fb716
Source dataset
uspto-grants-2005_07
Patent number
US06921525B2

Reaction notes

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