Fumaric Acid → 1H-Benzimidazole, 2-((4-methyl-1-piperazinyl)methyl)-1-(2-propoxyethyl)-, (E)-2-butenedioate (1:2)

HRID 746217Notes

Reaction equation

[CH2:1]([O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[CH2:16][N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)[CH2:2][CH3:3].[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28]>>[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28].[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28].[CH2:1]([O:4][CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[CH2:16][N:17]1[CH2:22][CH2:21][N:20]([CH3:23])[CH2:19][CH2:18]1)[CH2:2][CH3:3]

Participants

Reactant 2

HCID 444972Fumaric Acid

HCID 13656989HCID 13656989, compound

Product 1

HCID 248348431H-Benzimidazole, 2-((4-methyl-1-piperazinyl)methyl)-1-(2-propoxyethyl)-, (E)-2-butenedioate (1:2)

Procedure

The above-obtained pale yellow solid [i.e. 1-(2-n-propoxyethyl)-2-(4-methyl-1-piperazinyl)methylbenzimidazole] (3.5 g) is treated with fumaric acid (2.57 g), and the crude crystal thus obtained is recrystallized from ethyl acetate-ethanol to give 1-(2-n-propoxyethyl)-2-(4-methyl-1-piperaziny)methylbenzimidazole difumarate (3.49 g) as colorless crystals, m.p. 160.5°-161.5° C.

Workup

customthe crude crystal thus obtained
customis recrystallized from ethyl acetate-ethanol

Sources & evidence

ORD record: ord-a371d5cda40c4eea80303916aa3ac1c0
Source dataset: uspto-grants-1986_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04603130

Reaction notes

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