Nicotinic acid, hydrazide → N-[[(E)-but-2-enylidene]amino]pyridine-3-carboxamide

HRID 330353Notes

Reaction equation

HRID 330353 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[CH:11](=O)/[CH:12]=[CH:13]/[CH3:14]>CO>[C:1]([NH:9][N:10]=[CH:11]/[CH:12]=[CH:13]/[CH3:14])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 11112Nicotinic acid, hydrazideHCID 447466Crotonaldehyde

Product 1

HCID 67834889N-[[(E)-but-2-enylidene]amino]pyridine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 50 ml of methanol was suspended 22 g of nicotinic acid hydrazide. To the suspension was added dropwise 13.2 ml of crotonaldehyde, followed by stirring for 30 minutes at room temperature. Methanol was distilled away under reduced pressure, and the residue washed with ether, filtered off, and dried. Thus there was obtained 27.5 g of crotonaldehyde nicotinoyl hydrazone (mp. 144°-145° C.).

Workup

  1. distillationMethanol was distilled away under reduced pressure
  2. washthe residue washed with ether
  3. filtrationfiltered off
  4. customdried

Sources & evidence

ORD record
ord-1faba2d266cf4df2a6d6cb869e38a700
Source dataset
uspto-grants-1990_01
Patent number
US04895947

Reaction notes

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