2-Chlorobenzimidazole → N-(Benzimidazol-2-yl)-4-chlorobenzhydrylamine

HRID 16552Notes

Reaction equation

HRID 16552 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl.[Cl:12][C:13]1[CH:26]=[CH:25][C:16]([CH:17]([NH2:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:15][CH:14]=1>>[N:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3][C:2]=1[NH:24][CH:17]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:16]1[CH:25]=[CH:26][C:13]([Cl:12])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 785722-ChlorobenzimidazoleHCID 162190964-Chlorobenzhydrylamine hydrochloride

Product 1

HCID 11660016N-(Benzimidazol-2-yl)-4-chlorobenzhydrylamine

Procedure

The title compound was prepared from 2-chlorobenzimidazole and 4-chlorobenzhydrylamine HCl by Procedure A. The product was isolated by preparative LCMS to give the title compound as the free base (white solid, mp 180-184° C.). MS(ES+)m/z 334 ([M+1]+, 100). 1NMR (DMSO-d6) δ 6.18 (d, 1H), 6.80-6.90 (m, 2H), 7.08-7.14 (m, 2H), 7.20-7.40 (m, 9H), 7.66 (d, 1 H), 10.6 (s, 1 H).

Workup

  1. customThe product was isolated by preparative LCMS

Sources & evidence

ORD record
ord-fb47033a3ca14588b0ba2abc8b5a6d00
Source dataset
uspto-grants-2010_06
Patent number
US07737167B2

Reaction notes

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