Benzoylhydrazine → Benzoic acid [2-phenyl-1-(4-pyridinyl)ethylidene]hydrazide

HRID 1493693Notes

Reaction equation

HRID 1493693 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=O)=[CH:3][CH:2]=1.[C:16]([NH:24][NH2:25])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)(=O)C>[C:10]1([CH2:9][C:7](=[N:25][NH:24][C:16](=[O:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 11955BenzoylhydrazineHCID 110417042-Phenyl-1-(pyridin-4-yl)ethan-1-one

Product 1

HCID 54285785Benzoic acid [2-phenyl-1-(4-pyridinyl)ethylidene]hydrazide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Procedure

Following the general method of procedure 9 and making non-critical variations, except 12 drops of glacial acetic acid was used, 6.00 gm (0.0304 mole) of benzyl 4-pyridyl ketone and 4.14 gm (0.0304 mole) of benzhydrazide yield 8.90 gm (93%) of the title compound in two crops melting at 84.4° and 90.0°.

Sources & evidence

ORD record
ord-3e2d5cfe8666499bb346c67582310f88
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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