2-Nitrobenzaldehyde → 3,6-Di(o-nitrostyryl)pyridazine

HRID 2166326Notes

Reaction equation

HRID 2166326 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][CH:17]=[CH:16][C:13]=1[CH:14]=O)([O-:11])=[O:10]>C(OC(=O)CC)(=O)CC>[N+:9]([C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH:14]=[CH:1][C:2]1[N:3]=[N:4][C:5]([CH:8]=[CH:14][C:13]2[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=2[N+:9]([O-:11])=[O:10])=[CH:6][CH:7]=1)([O-:11])=[O:10]

Participants

4

Reactant 2

HCID 111012-NitrobenzaldehydeHCID 5270313,6-Dimethylpyridazine

Product 1

HCID 544265223,6-Di(o-nitrostyryl)pyridazineYield 39.8%

Reagents, catalysts & solvents 1

HCID 31263Propionic anhydrideSolvent

Procedure

First, 24 g of 3,6-dimethylpyridazine and 67 g of o-nitrobenzaldehyde were dissolved in 600 ml of propionic anhydride, then heated under reflux so as to obtain 33 g of 3,6-di(o-nitrostyryl)pyridazine.

Workup

  1. temperatureheated
  2. temperatureunder reflux so as

Sources & evidence

ORD record
ord-c25a530e4c844891873c7980d191ca64
Source dataset
uspto-grants-1990_07
Patent number
US04945021

Reaction notes

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