1-Bromopropane → HCID 13656987, compound

HRID 746216Notes

Reaction equation

HRID 746216 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[CH2:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH3:2].[CH3:22][CH2:23][CH2:24]Br.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:1]([O:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[CH2:15][N:16]1[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][CH3:24])[CH2:20][CH2:21]1)[CH3:2]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 10401860HCID 10401860, compound

Product 1

HCID 13656987HCID 13656987, compoundYield 87.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(2-ethoxyethyl)-2-(1-piperazinyl)methylbenzimidazole (3.1 g) obtained in the same manner as described in Example 1, n-propyl bromide (2.0 g) and potassium carbonate (2.25 g) in ethanol (60 ml) is refluxed with stirring for 6.5 hours. The reaction mixture is treated in the same manner as described in Example 5 and the crude product is purified likewise to give 1-(2-ethoxyethyl)-2-(4-n-propyl-1-piperazinyl)methylbenzimidazole (3.1 g) as a pale brown liquid. This liquid is treated with fumaric acid (2.0 g), and the crude crystal thus obtained is recrystallized from ethanol to give 1-(2-ethoxyethyl)-2-4-n-propyl-1-piperazinyl)methylbenzimidazole 3/2 fumarate (3.9 g) as colorless needles, m.p. 178.5°-180° C.

Workup

  1. customobtained in the same manner
  2. temperatureis refluxed
  3. additionThe reaction mixture is treated in the same manner
  4. customthe crude product is purified likewise

Sources & evidence

ORD record
ord-be4a9dae780e424e98e9c90cdbc407ab
Source dataset
uspto-grants-1986_07
Patent number
US04603130

Reaction notes

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