N-bromobutanimide → HCID 178517109, compound

HRID 466990Notes

Reaction equation

HRID 466990 reaction equation
[NH:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=[O:12])[N:3]1[CH2:13][CH:14]=[CH2:15].[Br:16]N1C(=O)CCC1=O>CS(C)=O.O>[Br:16][CH2:15][CH:14]1[CH2:13][N:3]2[C:4](=[O:12])[NH:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=3[C:2]2=[N:1]1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 178456605HCID 178456605, compound

Product 1

HCID 178517109HCID 178517109, compoundYield 64.3%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

To a solution of 3,4-dihydro-4-imino-3-allyl-2(1H)-quinazolinone (0.5 g, 2.5 mmol) in dimethylsulfoxide (2.5 mL) and water (1 mL) was added N-bromosuccinimide (0.87 g, 5.0 mmol). The mixture was allowed to stir at room temperature and then was quenched with water (100 mL) to get solid. The solid was collected by filtration and washed with water to give 2-bromomethyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-one (450 mg, 64%).

Workup

  1. customwas quenched with water (100 mL)
  2. customto get solid
  3. filtrationThe solid was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-b617cdac4dd340c79106b2b451ecf241
Source dataset
uspto-grants-1992_10
Patent number
US05158953

Reaction notes

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