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

HRID 350585Notes

Reaction equation

HRID 350585 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-6fa5486b16cf483d895430c3a65826d6
Source dataset
uspto-grants-2007_02
Patent number
US07182934B2

Reaction notes

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