4-Isopropylaniline → N-(Benzoimidazol-2-yl)-4-isopropylaniline

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.[CH:11]([C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1)([CH3:13])[CH3:12]>>[N:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3][C:2]=1[NH:18][C:17]1[CH:19]=[CH:20][C:14]([CH:11]([CH3:13])[CH3:12])=[CH:15][CH:16]=1

Participants

Reactant 2

HCID 74644-Isopropylaniline

HCID 785722-Chlorobenzimidazole

Product 1

HCID 923864N-(Benzoimidazol-2-yl)-4-isopropylaniline

Procedure

The title compound was prepared from 2-chlorobenzimidazole and 4-isopropylaniline by Procedure A. The product was isolated upon basic work-up and recrystallized from acetonitrile to give the title compound as the free base (white solid, mp 179-180° C.). MS(ES+) m/z 252 ([M+1]+, 100).

Workup

customThe product was isolated upon basic work-up
customrecrystallized from acetonitrile

Sources & evidence

ORD record: ord-2cddaed500ba4604b559b47e666e0e89
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07960561B2

Reaction notes

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