Diethyl Ether → N,N-Dimethyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1,2-hydrazine dicarboxamide

HRID 4625Notes

Reaction equation

HRID 4625 reaction equation
[CH2:1]([N:3]([CH2:6]C)[CH2:4]C)C.[N:8]1([CH2:14][C:15]2[CH:16]=[C:17]([CH:27]=[CH:28][CH:29]=2)[O:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([NH:25][NH2:26])=[O:24])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.CC[O:32]CC>>[CH3:1][N:3]([CH3:6])[C:4]([NH:26][NH:25][C:23]([NH:22][CH2:21][CH2:20][CH2:19][O:18][C:17]1[CH:27]=[CH:28][CH:29]=[C:15]([CH2:14][N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:16]=1)=[O:24])=[O:32]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 13657330N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarboxamide

Product 1

HCID 13657354N,N-Dimethyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-1,2-hydrazine dicarboxamide

Procedure

0.6 ml (4 mmol) of triethylamine and 0.4 ml (4 mmol) of N,N-dimethyl-carbamide chloride are added to 1.2 g (4 mmol) of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]hydrazine carboxamide in 20 ml of ether and the reaction mixture is stirred for 12 hours. Solid triethylammonium chloride is filtered off and the filtrate is concentrated by evaporation under vacuum.

Workup

  1. filtrationSolid triethylammonium chloride is filtered off
  2. concentrationthe filtrate is concentrated by evaporation under vacuum

Sources & evidence

ORD record
ord-d528eaedefc846aebb42fe733e14626e
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Reaction notes

Loading…