2-Chloromethylbenzimidazole → 4-[(1H-Benzimidazol-2-yl)methyl]piperazine-1-carbaldehyde

HRID 746213Notes

Reaction equation

HRID 746213 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)=[O:2].Cl[CH2:10][C:11]1[NH:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1>>[CH:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:10][C:11]2[NH:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)[CH2:5][CH2:4]1)=[O:2]

Participants

3

Reactant 2

HCID 785712-ChloromethylbenzimidazoleHCID 821911-Piperazinecarboxaldehyde

Product 1

HCID 136569974-[(1H-Benzimidazol-2-yl)methyl]piperazine-1-carbaldehydeYield 78.1%

Procedure

In the same manner as described in Reference Example 4, N-formylpiperazine (17 g) and 2-chloromethylbenzimidazole (9.0 g) are reacted, and the crude crystal thus obtained is recrystallized from ethyl acetate to give 2-(4-formyl-1-piperazinyl)methylbenzimidazole (10.3 g) as pale yellow flakes, m.p. 194.5°-197.5° C.

Workup

  1. customare reacted
  2. customthe crude crystal thus obtained
  3. customis recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-1765005688244e80aa3dc2a72ee38e6f
Source dataset
uspto-grants-1986_07
Patent number
US04603130

Reaction notes

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