Cyanogen Bromide → HCID 178419694, compound

HRID 1787549Notes

Reaction equation

HRID 1787549 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-98b2241b8f4840818d172daa293a975c
Source dataset
uspto-grants-2009_03
Patent number
US07511041B2

Reaction notes

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