Hexahydro-1,4-diazepine → HCID 13656992, compound

HRID 746214Notes

Reaction equation

HRID 746214 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH2:9][C:10]1[N:14]([CH2:15][CH2:16][O:17][CH2:18][CH3:19])[C:13]2[CH:20]=[CH:21][CH:22]=[CH:23][C:12]=2[N:11]=1>>[CH2:18]([O:17][CH2:16][CH2:15][N:14]1[C:13]2[CH:20]=[CH:21][CH:22]=[CH:23][C:12]=2[N:11]=[C:10]1[CH2:9][N:1]1[CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)[CH3:19]

Participants

3

Reactant 2

HCID 68163Hexahydro-1,4-diazepineHCID 13656984HCID 13656984, compound

Product 1

HCID 13656992HCID 13656992, compoundYield 65.8%

Procedure

In the same manner as described in Example 1, homopiperazine (8.0 g) and 2-chloromethyl-1-(2-ethoxyethyl)benzimidazole (2.4 g) obtained in the same manner as described in Reference Example 3 are reacted to give 1-(2-ethoxyethyl)-2-(1-homopiperazinyl)methylbenzimidazole (2.0 g) as a pale yellow liquid. This liquid is treated with fumaric acid (1.15 g,), and the crude crystal thus obtained is recrystallized from a mixed solvent of ethyl acetate-ethanol to give 1-(2-ethoxyethyl)-2-(1-homopiperazinyl)methylbenzimidazole 3/2 fumarate (1.75 g) as colorless prisms, m.p. 151°-152° C.

Workup

  1. customobtained in the same manner
  2. customare reacted

Sources & evidence

ORD record
ord-179714264d0943e79086c662d93f35ce
Source dataset
uspto-grants-1986_07
Patent number
US04603130

Reaction notes

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