Sulfuric Acid → HCID 24771706, compound

HRID 1670704Notes

Reaction equation

HRID 1670704 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:19]3[N:20]4[CH:26]=[C:25]([N:27](C)[C:28](=O)CCCCC)[CH:24]=[CH:23][C:21]4=[N:22][C:18]=3[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:36])=[CH:6][CH:5]=1)([O-:3])=[O:2].OS(O)(=O)=O>>[CH3:28][NH:27][C:25]1[CH:24]=[CH:23][C:21]2[N:20]([CH:26]=1)[C:19]1[N:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:11](=[O:36])[C:12]3[C:17]([C:18]=1[N:22]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 24771705HCID 24771705, compound

Product 1

HCID 24771706HCID 24771706, compoundYield 27.1%

Conditions

Temperature
85 °C

Procedure

A suspension of 87 (0.612 mmol, 0.296 g) in a 6 M aqueous H2SO4 solution (15 ml) was stirred at 85° C. for 5 h. The mixture was cooled to room temperature, the precipitate was filtered off and successively washed with water, saturated NaHCO3 solution, isopropanol and isopropyl ether to give 9-(methylamino)-6-(4-nitrophenyl)-pyrido[2′,1′:2,3]imidazo[4,5-c]isoquinolin-5(6H)-one (89) (0.064 g, yield=27%, purity (LC)=97%).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. filtrationthe precipitate was filtered off
  3. washsuccessively washed with water, saturated NaHCO3 solution, isopropanol and isopropyl ether

Sources & evidence

ORD record
ord-1dfb26537fce4a7d89475a0c14d3f590
Source dataset
uspto-grants-2011_08
Patent number
US07994187B2

Reaction notes

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