Hydrogen Bromide → 2-(4-Chlorobenzyl)-4-hydroxy-7-methylbenzimidazole hydrobromide

HRID 1650669Notes

Reaction equation

HRID 1650669 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][C:7]2[NH:8][C:9]3[C:15]([O:16]C)=[CH:14][CH:13]=[C:12]([CH3:18])[C:10]=3[N:11]=2)=[CH:4][CH:3]=1.[BrH:21]>>[BrH:21].[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][C:7]2[NH:8][C:9]3[C:15]([OH:16])=[CH:14][CH:13]=[C:12]([CH3:18])[C:10]=3[N:11]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 139713472-(4-Chlorobenzyl)-4-methoxy-7-methylbenzimidazole

Product 1

HCID 230523862-(4-Chlorobenzyl)-4-hydroxy-7-methylbenzimidazole hydrobromide

Procedure

A suspension of 2-(4-chlorobenzyl)-4-methoxy-7-methylbenzimidazole (4.0 g) in 48% aqueous hydrobromic acid (400 ml) under nitrogen was heated at 130° for 5 h, then evaporated to dryness in vacuo. The residue was recrystallized from ethanol-ether to afford the title compound (3.95 g), m.p. 275°-277° C.

Workup

  1. temperaturewas heated at 130° for 5 h
  2. customevaporated to dryness in vacuo
  3. customThe residue was recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-5bb703b84ccb489d9ad50685be3b4537
Source dataset
uspto-grants-1990_05
Patent number
US04925853

Reaction notes

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