Benzimidazole → 2-(1H-Benzimidazol-1-yl)-N-(4-tert-butylphenyl)acetamide

HRID 1991219Notes

Reaction equation

[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.Br[CH2:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=1)=[O:13].BrCC(Br)=O.C(C1C=CC(N)=CC=1)(C)(C)C>>[N:1]1([CH2:11][C:12]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=2)=[O:13])[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

Reactant 4

HCID 5798Benzimidazole

HCID 61147Bromoacetyl bromide

HCID 698614-Tert-Butylaniline

HCID 606511862-Bromo-N-(4-(tert-butyl)phenyl)acetamide

Product 1

HCID 262178922-(1H-Benzimidazol-1-yl)-N-(4-tert-butylphenyl)acetamide

Procedure

The title compound was synthesised according to the procedure described in Example 94 from 1H-benzoimidazole and 2-bromo-N-(4-tert-butyl-phenyl)-acetamide. The latter was synthesized from bromoacetyl bromide and 4-tert-butyl-aniline. Calculated for C19H21N3O m/z: 307.3, found 308.4 [M+H]+.

Sources & evidence

ORD record: ord-7fc709c55cb34853b75d6f37d37863b8
Source dataset: uspto-grants-2010_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07645784B2

Reaction notes

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