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

HRID 2198989Notes

Reaction equation

HRID 2198989 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 1 N 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-14bd25cf84094a16914a26cd72832edd
Source dataset
uspto-grants-1982_11
Patent number
US04360674

Reaction notes

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