4-Pyridinecarboxaldehyde → HCID 86744745, compound

HRID 1493698Notes

Reaction equation

HRID 1493698 reaction equation
[C:1]([O:5][CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:4])[NH:2][NH2:3].[N:19]1[CH:24]=[CH:23][C:22]([CH:25]=O)=[CH:21][CH:20]=1>C(O)C>[OH2:4].[N:19]1[CH:24]=[CH:23][C:22]([CH:25]=[N:3][NH:2][C:1]([O:5][CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:4])=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 76944Hydrazinecarboxylic acid, diphenylmethyl ester

Product 1

HCID 86744745HCID 86744745, compoundYield 185.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To 10.89 gm (0.045 mole) of benzhydryl carbazate in 100 ml of warm ethanol is added 4.82 gram (0.045 mole) of 4-pyridinecarboxaldehyde in 50 ml of ethanol. The mixture is refluxed 4.5 hr and cooled. The solvent is removed in vacuo to give the crude product. Recrystallization of the crude material from ethanol yields 14.6 gm (93%) of the title compound having a melting point of 96.9° C.

Workup

  1. temperatureThe mixture is refluxed 4.5 hr
  2. temperaturecooled
  3. customThe solvent is removed in vacuo
  4. customto give the crude product
  5. customRecrystallization of the crude material from ethanol

Sources & evidence

ORD record
ord-c926e0c645ee4753b107c99fdffb0316
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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