1,2-Dibromoethane → Hydrogen Bromide

HRID 1729698Notes

Reaction equation

HRID 1729698 reaction equation
[NH2:1][C:2]1[N:3]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[Br:17][CH2:18][CH2:19]Br>C1(C)C=CC=CC=1>[C:11]1([N:3]2[C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]3[CH2:18][CH2:19][N:1]=[C:2]23)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[BrH:17]

Participants

5

Reactant 2

HCID 78391,2-DibromoethaneHCID 27731971-Phenyl-1H-benzoimidazol-2-ylamine

Product 2

HCID 260Hydrogen BromideYield 54.1%HCID 13077475HCID 13077475, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-amino-3-phenylbenzimidazole (4.18 g., 0.02 mole) and 1,2-dibromoethane (7.52 g., 0.04 mole) in toluene (40 ml.) was heated under reflux for 24 hours. After removal of the solvent the residual oil was crystallised from ethanol/ether. The product (0.950 g.) was recrystallised from ethanol/ether to give the title compound as its hydrobromide (0.875 g., m.p. 225°-228° C).

Workup

  1. temperatureunder reflux for 24 hours
  2. customAfter removal of the solvent the residual oil
  3. customwas crystallised from ethanol/ether
  4. customThe product (0.950 g.) was recrystallised from ethanol/ether

Sources & evidence

ORD record
ord-98646f4f10034ccdaf0d991b5cc35b2e
Source dataset
uspto-grants-1976_11
Patent number
US03989709

Reaction notes

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