Potassium Carbonate → N1-(2-naphthoylmethyl)-N4-phenacyl-piperazine dihydrochloride

HRID 2052809Notes

Reaction equation

HRID 2052809 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)=[O:4].[ClH:15].Cl.[CH2:17]([N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1)[C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:19].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[ClH:15].[ClH:15].[CH:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH:13]=[CH:14][C:5]=1[C:3]([CH2:2][N:29]1[CH2:30][CH2:31][N:26]([CH2:17][C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:19])[CH2:27][CH2:28]1)=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 691792-Bromo-2'-acetonaphthoneHCID 230805121-Phenyl-2-(piperazin-1-yl)ethan-1-one--hydrogen chloride (1/2)

Product 1

HCID 68810619N1-(2-naphthoylmethyl)-N4-phenacyl-piperazine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-bromo-1-(naphthalen-2-yl)ethanone (0.95 g, 3.8 mmol), N-phenacyl piperazine dihydrochloride (0.89 g, 3.2 mmol) and K2CO3 (1.56 g, 11.2 mmol) in 30 ml of DMF was stirred at 50° C. for 10 h, and treated according to the general preparation 2 to give compound (IV-7), 0.88 g (60.69%), mp 236-237° C., M+ 373.

Workup

  1. additiontreated
  2. customaccording to the general preparation 2
  3. customto give compound (IV-7), 0.88 g (60.69%), mp 236-237° C., M+ 373

Sources & evidence

ORD record
ord-b4f8a03d753242808a4ebd9002bbed13
Source dataset
uspto-grants-2008_02
Patent number
US07326710B2

Reaction notes

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