Ethanol → HCID 3557390, compound

HRID 1493713Notes

Reaction equation

HRID 1493713 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 251.1°.

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-a14a4a60a5ab48d0a796797bc70e7339
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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