Hydrazinecarboxylic acid, ethyl ester → HCID 53813420, compound

HRID 1493699Notes

Reaction equation

HRID 1493699 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)(=O)[CH2:2][CH3:3].[C:11]([O:15][CH2:16][CH3:17])(=[O:14])[NH:12][NH2:13]>C(O)C>[N:8]1[CH:9]=[CH:10][C:5]([C:1](=[N:13][NH:12][C:11]([O:15][CH2:16][CH3:17])=[O:14])[CH2:2][CH3:3])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 743431-(4-Pyridinyl)-1-propanone

Product 1

HCID 53813420HCID 53813420, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4.05 gm (0.03 mole) of 4-propionylpyridine, 3.12 gm (0.03 mole) of ethyl carbazate and 100 ml of absolute ethanol is refluxed 6 hr. The hot solution is filtered. The filtrate is diluted with water to the cloud point. The mixture is cooled at room temperature and then chilled in the refrigerator to give crystals which are collected, washed with Skellysolve B and dried to yield 3.25 gm (49%) of the title compound having a melting point of 147.1° C.

Workup

  1. filtrationThe hot solution is filtered
  2. additionThe filtrate is diluted with water to the cloud point
  3. temperaturechilled in the refrigerator
  4. customto give crystals which
  5. customare collected
  6. washwashed with Skellysolve B
  7. customdried

Sources & evidence

ORD record
ord-30892a87a2e34fcab9675671f4fed4a3
Source dataset
uspto-grants-1991_06
Patent number
US05023334

Reaction notes

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