Cyanogen Bromide → 5,5-dimethyl-4,5-dihydro-1H-imidazol-2-amine hydrobromide

HRID 1350062Notes

Reaction equation

HRID 1350062 reaction equation
[NH2:1][CH2:2][C:3]([NH2:6])([CH3:5])[CH3:4].[N:7]#[C:8][Br:9]>O>[BrH:9].[CH3:4][C:3]1([CH3:5])[NH:6][C:8]([NH2:7])=[N:1][CH2:2]1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 131282-Methylpropylenediamine

Product 1

HCID 178510605,5-dimethyl-4,5-dihydro-1H-imidazol-2-amine hydrobromideYield 89.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 15 g (0.17 mol) of 1,2-diamino-2-methylpropane in 150 ml of water at 0° C., was added 18 g (0.17 mol) of cyanogen bromide portionwise and the temperature was allowed to warm to room temperature during 4 h. The water was removed by evaporation and ethanol was added and evaporated. Trituration in a mixture of diethyl ether and ethanol gave 29.5 g (89%) of product as an amorphous hygroscopic solid.

Workup

  1. customThe water was removed by evaporation and ethanol
  2. additionwas added
  3. customevaporated
  4. additionTrituration in a mixture of diethyl ether and ethanol

Sources & evidence

ORD record
ord-de736275166d4bfea418b41d04a4e98f
Source dataset
uspto-grants-2007_05
Patent number
US07214682B2

Reaction notes

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