Phenethyl bromide → HCID 21484225, compound

HRID 1415302Notes

Reaction equation

HRID 1415302 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]1([CH2:17][CH2:18][Br:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C1(C)C(C)=CC=CC=1>[BrH:19].[C:11]1([CH2:17][CH2:18][N:3]2[C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]([CH2:18][CH2:17][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:2]2=[NH:1])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7666Phenethyl bromideHCID 136242-Aminobenzimidazole

Product 1

HCID 21484225HCID 21484225, compoundYield 32.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 13.3 g of 2-aminobenzimidazole, 18.5 g of 2-phenylethyl bromide, and 300 ml of xylene is heated as in Example 1. Subsequently, the solution is concentrated to dryness, the residue is dissolved in boiling acetonitrile, and clarified by filtration. The crystalline product that separates in the cooled filtrate is filtered to give 6.8 g of 1,3-dihydro-1,3-bis(2-phenylethyl)-2H-benzimidazol-2-imine hydrobromide, m.p. 259°-260°.

Workup

  1. temperatureis heated as in Example 1
  2. concentrationSubsequently, the solution is concentrated to dryness
  3. dissolutionthe residue is dissolved
  4. filtrationclarified by filtration
  5. filtrationis filtered

Sources & evidence

ORD record
ord-79500d224bd843af8e86b2012bb3cd80
Source dataset
uspto-grants-1977_01
Patent number
US04004016

Reaction notes

Loading…