Bromine → 2-(2-imino-3-(2-(piperidin-1-yl)ethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)-1-(thiophen-2-yl)ethanone hydrobromide

HRID 54703

Reaction equation

HRID 54703 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)=[O:4].BrBr.[NH2:12][C:13]1[N:17]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[C:16]2[CH:26]=[CH:27][CH:28]=[CH:29][C:15]=2[N:14]=1>CC(C)=O>[Br-:1].[NH2:12][C:13]1[N:14]([CH2:2][C:3](=[O:4])[C:5]2[S:6][CH:7]=[CH:8][CH:9]=2)[C:15]2[CH:29]=[CH:28][CH:27]=[CH:26][C:16]=2[N+:17]=1[CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 24408BromineHCID 5665591-[2-(piperidin-1-yl)ethyl]-1H-benzimidazol-2-amineHCID 27763722-Bromo-1-(thiophen-2-yl)ethan-1-one

Product 1

HCID 1785085292-(2-imino-3-(2-(piperidin-1-yl)ethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)-1-(thiophen-2-yl)ethanone hydrobromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

An ethereal solution of 2-bromoacetylthiophene (obtained by brominating 2-acetylthiophene (1.9 g, 15 mmol) with 0.8 ml (15 mmol) of bromine in 10 ml of dioxane and 15 ml of ether) is added to a hot solution of 2-amino-1-(2-piperidinoethyl)benzimidazole (2.44 g; 10 mmol) in 100 ml of acetone. Stir and maintain at room temperature. The next day, the title compound precipitate is collected by means of filtration and washed with acetone and with ether.

Workup

  1. filtrationThe next day, the title compound precipitate is collected by means of filtration
  2. washwashed with acetone and with ether

Sources & evidence

ORD record
ord-f4339df29ca54a168736e149c389c23f
Source dataset
uspto-grants-1997_04
Patent number
US05623073

Linked notes

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