Benzoylhydrazine → HCID 54014022, compound

HRID 1493692Notes

Reaction equation

HRID 1493692 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([CH2:9][CH2:10][CH2:11][CH3:12])=O)=[CH:3][CH:2]=1.[C:13]([NH:21][NH2:22])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)C>[N:1]1[CH:6]=[CH:5][C:4]([C:7](=[N:22][NH:21][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:10][CH2:11][CH3:12])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 11955BenzoylhydrazineHCID 743441-Pentanone, 1-(4-pyridyl)-

Product 1

HCID 54014022HCID 54014022, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5.97 gm (0.0366 mole) of n-butyl 4-pyridinyl ketone, 5.45 gm (0.04 mole) of benzoic acid hydrazide and 100 ml of absolute ethanol is refluxed 4.5 hr. The hot solution is filtered. The filtrate is diluted with water to the cloud point, cooled to room temperature and chilled. The solids which deposit are collected, washed with water and dried to yield 7.89 gm (77%) of the title compound having a melting point of 142.1° C.

Workup

  1. temperatureis refluxed 4.5 hr
  2. filtrationThe hot solution is filtered
  3. additionThe filtrate is diluted with water to the cloud point
  4. temperaturechilled
  5. customThe solids which deposit are collected
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-490ddb93cf16437facd72c112f21f69f
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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