2-Acetylpyridine → 1-[[[[1-(2-Pyridinyl)ethylidene]hydrazino]carbonyl]methyl]pyridinium chloride

Reaction equation

[CH:1]1[CH:6]=[CH:5][N+:4]([CH2:7][C:8]([NH:10][NH2:11])=[O:9])=[CH:3][CH:2]=1.[Cl-:12].[C:13]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)(=O)[CH3:14]>>[Cl-:12].[N:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:13](=[N:11][NH:10][C:8]([CH2:7][N+:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)=[O:9])[CH3:14]

Participants

Reactant 2

HCID 142862-Acetylpyridine

HCID 70773Pyridinioacetohydrazide chloride

Product 1

HCID 738673101-[[[[1-(2-Pyridinyl)ethylidene]hydrazino]carbonyl]methyl]pyridinium chloride

Procedure

Following the general method of Example 2 and making non-critical variations, 5.63 gm (0.03 mole) of Girard's Reagent P and 3.63 gm (0.03 mole) of 2-acetylpyridine yield 5.70 gm (65%) of the title compound; mp 183.7° (decomp).

Sources & evidence

ORD record: ord-1a59fc28191c46358605d52e488870da
Source dataset: uspto-grants-1990_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04978670

Reaction notes

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