Hydrazine hydrate (1:1) → 1-Methylpiperidine-4-carbohydrazide

HRID 1777215Notes

Reaction equation

HRID 1777215 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([O:10]C)=O)[CH2:4][CH2:3]1.O.[NH2:13][NH2:14]>C(O)C>[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]([NH:13][NH2:14])=[O:10])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 3616844Methyl 1-Methyl-4-piperidinecarboxylate

Product 1

HCID 4686081-Methylpiperidine-4-carbohydrazideYield 72.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

In a 25 mL sealed tube, methyl 1-methylpiperidine-4-carboxylate (0.2 g, 1.0 eq.) was dissolved in ethanol (5 mL) at RT. Hydrazine hydrate (0.127 g, 2 eq.) was introduced dropwise at RT and the reaction mixture was heated at 120° C. for 20 h. The reaction mixture was concentrated under reduced pressure (40° C., 20 mm Hg) to afford the crude 1-methylpiperidine-4-carbohydrazide (0.145 g) which was used without further purification in the following step.

Workup

  1. customIn a 25 mL sealed tube
  2. concentrationThe reaction mixture was concentrated under reduced pressure (40° C., 20 mm Hg)

Sources & evidence

ORD record
ord-f580a074ce6e4ac2b2d43013fb0ffadf
Source dataset
uspto-grants-2016_02
Patent number
US09266843B2

Reaction notes

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