Water → HCID 57767010, compound

HRID 1670693Notes

Reaction equation

HRID 1670693 reaction equation
[Br:1]N1C(=O)CCC1=O.[N+:9]([C:12]1[CH:17]=[CH:16][C:15]([N:18]2[C:27]3[N:28]4[CH:34]=[CH:33][CH:32]=[CH:31][C:29]4=[N:30][C:26]=3[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]2=[O:35])=[CH:14][CH:13]=1)([O-:11])=[O:10].O>CN(C=O)C>[Br:1][C:22]1[CH:21]=[C:20]2[C:25]([C:26]3[N:30]=[C:29]4[CH:31]=[CH:32][CH:33]=[CH:34][N:28]4[C:27]=3[N:18]([C:15]3[CH:14]=[CH:13][C:12]([N+:9]([O-:11])=[O:10])=[CH:17][CH:16]=3)[C:19]2=[O:35])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 24770930HCID 24770930, compound

Product 1

HCID 57767010HCID 57767010, compoundYield 38.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Bromosuccinimide (1.2 equiv., 0.358 mmol, 0.061 g) was added to a solution of 1 (1.0 equiv., 0.295 mmol, 0.105 g) in DMF (3 ml). The reaction mixture was stirred at room temperature for 4 h. Water was added, the resulting precipitate was isolated by filtration and washed with water, isopropanol and isopropyl ether successively to give 3-bromo-6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5(6H)-one (101) (0.050 g, yield=36%, purity (LC)=93%).

Workup

  1. customthe resulting precipitate was isolated by filtration
  2. washwashed with water, isopropanol and isopropyl ether successively

Sources & evidence

ORD record
ord-7efe8ccfbb084a93b2f83d78c537ac21
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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