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

HRID 1385808Notes

Reaction equation

HRID 1385808 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-db3b75498d1f4a92b22e5ce14cd9c500
Source dataset
uspto-grants-2001_07
Patent number
US06264914B1

Reaction notes

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