Hydrogen Bromide → HCID 57767009, compound

HRID 1670691Notes

Reaction equation

HRID 1670691 reaction equation
C[O:2][C:3]1[CH:4]=[N:5][C:6]2[N:28]([CH:29]=1)[C:9]1[N:10]([C:19]3[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)[C:11](=[O:18])[C:12]3[C:17]([C:8]=1[N:7]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3.Br>>[OH:2][C:3]1[CH:4]=[N:5][C:6]2[N:28]([CH:29]=1)[C:9]1[N:10]([C:19]3[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=3)[C:11](=[O:18])[C:12]3[C:17]([C:8]=1[N:7]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 57767018HCID 57767018, compound

Product 1

HCID 57767009HCID 57767009, compoundYield 25.8%

Procedure

A suspension of 9-methoxy-6-(4-nitrophenyl)-pyrimido[2′,1′:2,3]imidazo[4,5-c]-isoquinolin-5(6H)-one (17) (0.26 mmol, 0.100 g) in a concentrated aqueous HBr solution (5 ml) was refluxed overnight. The reaction mixture was evaporated under reduced pressure. The crude product was brought on a filter and washed with methanol, isopropanol and isopropylether successively to give the hydrobromide salt of 9-hydroxy-6-(4-nitrophenyl)-pyrimido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5(6H)-one (97) (0.025 g, yield=8%, purity (LC)=90%).

Workup

  1. temperaturewas refluxed overnight
  2. customThe reaction mixture was evaporated under reduced pressure
  3. filtrationa filter
  4. washwashed with methanol, isopropanol and isopropylether successively

Sources & evidence

ORD record
ord-54d5ea5114e8418d89fa69ccdea416e4
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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