4-Nitrobenzaldehyde → 3,6-Di(p-nitrostyryl)pyridazine

HRID 2166325Notes

Reaction equation

HRID 2166325 reaction equation
[CH3:1][C:2]1[N:3]=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.[N+:9]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1)([O-:11])=[O:10]>C(OC(=O)C)(=O)C>[N+:9]([C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[CH:1][C:2]2[N:3]=[N:4][C:5]([CH:8]=[CH:16][C:15]3[CH:18]=[CH:19][C:12]([N+:9]([O-:11])=[O:10])=[CH:13][CH:14]=3)=[CH:6][CH:7]=2)=[CH:14][CH:13]=1)([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 5270313,6-Dimethylpyridazine

Product 1

HCID 540595653,6-Di(p-nitrostyryl)pyridazineYield 44.4%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

First, 24 g of 3,6-dimethylpyridazine and 60 g of p-nitrobenzaldehyde were dissolved in 1 liter of acetic anhydride, then heated under reflux so as to obtain 33 g of 3,6-di(p-nitrostyryl)pyridazine.

Workup

  1. temperatureheated
  2. temperatureunder reflux so as

Sources & evidence

ORD record
ord-170eb1cb39f94645ba5f78a4b33499dd
Source dataset
uspto-grants-1990_07
Patent number
US04945021

Reaction notes

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