Hydrazinecarboxylic acid, ethyl ester → HCID 53813420, compound

HRID 1085949Notes

Reaction equation

HRID 1085949 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 to 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-a01b24e30c4145a0839a359442303507
Source dataset
uspto-grants-1991_04
Patent number
US05011932

Reaction notes

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