Hydrazine hydrate (1:1) → 3-[4-(2-Methoxyphenyl)piperazino]propanohydrazide

HRID 1514153Notes

Reaction equation

HRID 1514153 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]([O:19]CC)=O)[CH2:11][CH2:10]1.O.[NH2:23][NH2:24]>C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][C:17]([NH:23][NH2:24])=[O:19])[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12234156Ethyl 3-[4-(2-methoxyphenyl)piperazino]propanoate

Product 1

HCID 8724333-[4-(2-Methoxyphenyl)piperazino]propanohydrazideYield 87%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 3-[4-(2-methoxyphenyl)piperazino]propanoate D1 (8.30 g, 28.38 mmol) and hydrazine monohydrate (8.52 g, 8.3 mL, 170.03 mmol) in ethanol (80 mL) was refluxed for 18 hrs. The solvent was evaporated under reduced pressure, the resulting solid was slurred in 50% acetone in hexane, filtered and dried to afford 6.80 g (87%) 3-[4-(2-methoxyphenyl)piperazino]propanohydrazide D2 as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-ba3dec44e37249a9995bca6b109ddbb5
Source dataset
uspto-grants-2012_07
Patent number
US08222254B2

Reaction notes

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