Diphenyl carbonate → N-[2-Methyl-3-[3-(1-piperidinylmethyl)phenoxy]propyl]hydrazine carboxamide

HRID 4604

Reaction equation

HRID 4604 reaction equation
[CH3:1][CH:2]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]=1)[CH2:3][NH2:4].C1(O[C:27](=[O:35])OC2C=CC=CC=2)C=CC=CC=1.O.[NH2:37][NH2:38]>C(O)C>[CH3:1][CH:2]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]=1)[CH2:3][NH:4][C:27]([NH:37][NH2:38])=[O:35]

Participants

5

Reactant 3

HCID 7597Diphenyl carbonateHCID 24654Hydrazine hydrate (1:1)HCID 137906092-Methyl-3-[3-(1-piperidinylmethyl)phenoxy]-1-propanamine

Product 1

HCID 13657331N-[2-Methyl-3-[3-(1-piperidinylmethyl)phenoxy]propyl]hydrazine carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.2 g (8 mmol) of 2-methyl-3-[3-(1-piperidinylmethyl)phenoxy]-1-propanamine in 20 ml of ethanol are stirred together with 1.9 g (8 mmol) of diphenylcarbonate at room temperature for 12 hours. 4 g of hydrazine hydrate is then added to the solution and the reaction mixture is heated under reflux for one hour. Isolation of the product is carried out as described in Example 1.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for one hour

Sources & evidence

ORD record
ord-1a0aab0702614837a64963489ec21c3d
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Linked notes

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