Ethanol → HCID 3557390, compound

HRID 1085968Notes

Reaction equation

HRID 1085968 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([NH:10][NH2:11])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:14]([C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1)(=O)[CH3:15].C(O)C>CN(C)C=O>[N:20]1[CH:21]=[CH:22][C:17]([C:14](=[N:11][NH:10][C:8](=[O:9])[C:7]2[CH:12]=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[CH3:15])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 142824-AcetylpyridineHCID 3693744Benzoic acid, 4-nitro-, hydrazide

Product 1

HCID 3557390HCID 3557390, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3.62 gm (0.02 mole) of p-nitrobenzhydrazide, 2.42 gm (0.02 mole) of 4-acetylpyridine and 100 ml of absolute ethanol is refluxed 3 hours. Sufficient dimethylformamide is added to the mixture at boiling to give a solution. The hot solution is filtered. The filtrate is diluted with water to the cloud point. The mixture is chilled in the refrigerator. The product is collected, washed with ether and dried to yield 4.46 gm (79%) of the title compound; mp 251.2°.

Workup

  1. temperatureis refluxed 3 hours
  2. customto give a solution
  3. filtrationThe hot solution is filtered
  4. additionThe filtrate is diluted with water to the cloud point
  5. temperatureThe mixture is chilled in the refrigerator
  6. customThe product is collected
  7. washwashed with ether
  8. customdried

Sources & evidence

ORD record
ord-8395659332a743e7a72c8cc9780401a6
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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