Hydrazine hydrate (1:1) → 1-(Propan-2-yl)piperidine-4-carbohydrazide

HRID 2088672Notes

Reaction equation

HRID 2088672 reaction equation
[CH3:1][CH:2]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([O:12]CC)=O)[CH2:6][CH2:5]1)[CH3:3].O.[NH2:16][NH2:17]>C(O)C>[CH3:1][CH:2]([N:4]1[CH2:9][CH2:8][CH:7]([C:10]([NH:16][NH2:17])=[O:12])[CH2:6][CH2:5]1)[CH3:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 19900430Ethyl 1-isopropylpiperidine-4-carboxylate

Product 1

HCID 583059791-(Propan-2-yl)piperidine-4-carbohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.60 g (18.1 mmol) of ethyl 1-(1-methylethyl)piperidin-4-carboxylate and 1.00 g (19.9 mmol) of hydrazine hydrate were initially charged in 15 ml of ethanol and stirred at reflux for 16 h. The reaction mixture was cooled to RT and concentrated, and the residue was lyophilized. The crude product was triturated with diethyl ether (25 ml), filtered off and dried. This gave 1.91 g (57% of theory) of the product.

Workup

  1. temperatureat reflux for 16 h
  2. concentrationconcentrated
  3. customThe crude product was triturated with diethyl ether (25 ml)
  4. filtrationfiltered off
  5. customdried

Sources & evidence

ORD record
ord-33768429adff413095612491e2d90ff5
Source dataset
uspto-grants-2013_05
Patent number
US08436003B2

Reaction notes

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