4-Pyridinecarboxaldehyde → HCID 73655024, compound

HRID 1085946Notes

Reaction equation

HRID 1085946 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[NH:2][NH2:3].[N:7]1[CH:12]=[CH:11][C:10]([CH:13]=O)=[CH:9][CH:8]=1>CO>[OH2:4].[N:7]1[CH:12]=[CH:11][C:10]([CH:13]=[N:3][NH:2][C:1]([O:5][CH3:6])=[O:4])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 133894-PyridinecarboxaldehydeHCID 80519Methyl carbazate

Product 1

HCID 73655024HCID 73655024, compoundYield 198.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.70 gm (0.03 mole) of methyl carbazate, 3.21 gm (0.03 mole) of 4-pyridinecarboxaldehyde and 50 ml of anhydrous methanol is refluxed 8 hr. The hot solution is filtered. The filtrate is diluted with water to the cloud point and cooled to room temperature. The mixture is chilled in the refrigerator. The crystals are collected, washed with water and dried to yield 5.87 gm (99%) of the title compound having a melting point of 159.6° C. (decomp.).

Workup

  1. filtrationThe hot solution is filtered
  2. additionThe filtrate is diluted with water to the cloud point
  3. temperatureThe mixture is chilled in the refrigerator
  4. customThe crystals are collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-871daf45e1964bc7a71d732498a1af91
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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