Cyanogen Bromide → HCID 178419695, compound

HRID 1091534Notes

Reaction equation

HRID 1091534 reaction equation
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:8][C:7]=1[NH2:18].[N:19]#[C:20][Br:21]>CC(O)C>[BrH:21].[N:12]1([C:9]2[CH:10]=[CH:11][C:6]3[C:2]4[N:1]([CH2:5][CH2:4][N:3]=4)[C:20]([NH2:19])=[N:18][C:7]=3[CH:8]=2)[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 57599885[2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amine

Product 1

HCID 178419695HCID 178419695, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

To a suspension of [2-(4,5-dihydro-1H-imidazol-2-yl)-5-(morpholin-4-yl)phenyl]amine 3.60 g (14.6 mmol) in 2-propanol 20 mL was added cyanogen bromide 2.32 g (21.9 mmol) portionwise at 0° C. and stirred at 100° C. for 2 hours. After cooling to room temperature, the precipitate was collected and washed with diethyl ether to give the title compound 1.20 g as yellow solid. Yield 77.5%.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe precipitate was collected
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-d1f5666da59c40649de34f80b0f004f5
Source dataset
uspto-grants-2012_03
Patent number
US08129386B2

Reaction notes

Loading…