Cyanogen Bromide → HCID 178419694, compound

HRID 1091528Notes

Reaction equation

HRID 1091528 reaction equation
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=1[NH2:8].[N:13]#[C:14][Br:15]>CO>[BrH:15].[N:3]1[CH2:4][CH2:5][N:1]2[C:2]=1[C:6]1[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=1[N:8]=[C:14]2[NH2:13]

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 10931743HCID 10931743, compound

Product 1

HCID 178419694HCID 178419694, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 2-(4,5-dihydro-1H-imidazol-2-yl)aniline (5.00 g, 31.0 mmol) in 85% methanol (60 ml) at 0° C. was added cyanogen bromide (3.61 g, 34.1 mmol) by portions. This mixture was stirred at room temperature overnight. After the mixture was concentrated under reduced pressure, the resulting precipitate was collected by filtration. This pale green solid was washed with water, methanol and diethyl ether successively, and dried under reduced pressure to give 2,3-dihydroimidazo[1,2-c]quinazolin-5-ylamine hydrobromide (4.94 g, 60% yield).

Workup

  1. concentrationAfter the mixture was concentrated under reduced pressure
  2. filtrationthe resulting precipitate was collected by filtration
  3. washThis pale green solid was washed with water, methanol and diethyl ether successively
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-6c3d13a0676c4c9186965d30c8226c52
Source dataset
uspto-grants-2012_03
Patent number
US08129386B2

Reaction notes

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