m-Chloroperbenzoic acid → 3,6-di(p-nitrostyryl)pyridazine-N-oxide

HRID 2350839Notes

Reaction equation

HRID 2350839 reaction equation
[N+:1]([C:4]1[CH:28]=[CH:27][C:7]([CH:8]=[CH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]=[CH:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=3)=[CH:14][CH:15]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].ClC1C=CC=C(C(OO)=[O:37])C=1>ClCCCl>[N+:24]([C:21]1[CH:22]=[CH:23][C:18]([CH:17]=[CH:16][C:13]2[N:12]=[N+:11]([O-:37])[C:10]([CH:9]=[CH:8][C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:28][CH:27]=3)=[CH:15][CH:14]=2)=[CH:19][CH:20]=1)([O-:26])=[O:25]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 540595653,6-Di(p-nitrostyryl)pyridazine

Product 1

HCID 538981643,6-di(p-nitrostyryl)pyridazine-N-oxide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

33 g of this nitro compound (K') is reacted, with 15g of m-chloroperbenzoic acid in halogen-containing solvent (such as 1,2-dichloroethane) to obtain 27 g of 3,6-di(p-nitrostyryl)pyridazine-N-oxide (L'). The nitro group in the N-oxide compound (L') is selectively reduced under a neutral or basic condition to obtain 20 g of vermilion crystals of 3,6-di(p-aminostyryl)pyridazine-N-oxide (M').

Sources & evidence

ORD record
ord-68aa9fcf577c46728686b02ffd3854ff
Source dataset
uspto-grants-1989_10
Patent number
US04871633

Reaction notes

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