4-Nitrobenzaldehyde → HCID 5237756, compound

HRID 2052421Notes

Reaction equation

HRID 2052421 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:12]([C:15]1[CH:23]=[CH:22][C:18]([CH2:19][C:20]#[N:21])=[CH:17][CH:16]=1)([O-:14])=[O:13].N1C=CC=CC=1>C(O)C>[C:20]([C:19]([C:18]1[CH:17]=[CH:16][C:15]([N+:12]([O-:14])=[O:13])=[CH:23][CH:22]=1)=[CH:8][C:7]1[CH:10]=[CH:11][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)#[N:21]

Participants

5

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 1049PyridineHCID 68386p-Nitrophenylacetonitrile

Product 1

HCID 5237756HCID 5237756, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 1.5 g sample of p-nitrobenzaldehyde and 1.7 g of p-nitrobenzylcyanide were dissolved in 5 ml of hot ethanol, and 0.05 ml of pyridine was added. The mixture was heated for 10 minutes. After cooling overnight, the precipitated crystals were filtered and recrystallized from a mixture of acetone and ethanol to obtain 1-cyano-1,2-bis(p-nitrophenyl)ethylene having a melting point of 216.5°-217.5° C.

Workup

  1. temperatureThe mixture was heated for 10 minutes
  2. temperatureAfter cooling overnight
  3. filtrationthe precipitated crystals were filtered
  4. customrecrystallized from a mixture of acetone and ethanol

Sources & evidence

ORD record
ord-213a48c393874dfaa9eb9a7652249799
Source dataset
uspto-grants-1980_01
Patent number
US04184871

Reaction notes

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