Water → 5-Bromo-2-[2-(4-benzyl-1-piperazinyl)ethyl]-1-methyl-1H-naphth[1,2-d]imidazole

HRID 1462891Notes

Reaction equation

HRID 1462891 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Br:15][C:16]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:19]2[N:20]([CH3:26])[C:21]([CH2:23][CH2:24]Cl)=[N:22][C:18]=2[CH:17]=1.[OH-].[Na+].O>CO>[Br:15][C:16]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:19]2[N:20]([CH3:26])[C:21]([CH2:23][CH2:24][N:11]3[CH2:12][CH2:13][N:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH2:9][CH2:10]3)=[N:22][C:18]=2[CH:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 759941-BenzylpiperazineHCID 14072488HCID 14072488, compound

Product 1

HCID 140725035-Bromo-2-[2-(4-benzyl-1-piperazinyl)ethyl]-1-methyl-1H-naphth[1,2-d]imidazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 cc (0.022 mole) of 1-benzylpiperazine is added to a solution of 7.2 g (0.02 mole) of 5-bromo-2-(2-chloroethyl)-1-methyl-1H-naphth[1,2-d]imidazole hydrochloride and 40 cc (0.04 mole) of 1N NaOH in 100 cc of hot methanol, and the obtained reaction mixture is heated under an argon atmosphere at reflux temperature for several hours. When the reaction, which is followed by thin layer chromatography, is completed, the solvent is boiled off and the obtained residue is taken up with a small amount of water, filtered and dried. Yield 8.87 g. M.p. 155°-157° C.

Workup

  1. customthe obtained reaction mixture
  2. temperatureis heated under an argon atmosphere
  3. temperatureat reflux temperature for several hours
  4. customWhen the reaction, which
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-7f146a50004d4b9d8af348a2aacc1e2b
Source dataset
uspto-grants-1984_07
Patent number
US04461894

Reaction notes

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