Water → HCID 12724774, compound

HRID 443849Notes

Reaction equation

HRID 443849 reaction equation
O.[CH3:2][O:3][C:4]1[C:13]2[NH:12][C:11]3=[CH:14][C:15]([C:17]([OH:19])=[O:18])=[N:16][N:10]3[C:9](=[O:20])[C:8]=2[CH:7]=[CH:6][CH:5]=1.[C:21](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O>[CH3:2][O:3][C:4]1[C:13]2[N:12]([CH3:21])[C:11]3=[CH:14][C:15]([C:17]([OH:19])=[O:18])=[N:16][N:10]3[C:9](=[O:20])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178488822HCID 178488822, compound

Product 1

HCID 12724774HCID 12724774, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4,9-dihydro-5-methoxy-9-oxo-pyrazolo-[5,1-b]quinazoline-2-carboxylic acid, hydrate (1:0.25) (2.64 g; 0.01 mole), anhydrous potassium carbonate (5.52 g; 0.04 mole) and methyl iodide (15 ml) in dimethyl formamide (75 ml) is stirred at room temperature for 2 days. Water is added and the grey solid is filtered off and taken up in 2(N) sodium hydroxide solution (50 ml) and methanol (50 ml). The mixture is heated under reflux for 2 hrs and the methanol is distilled off in vacuo. The aqueous solution is acidified with conc. HCl and the yellow precipitate is collected and recrystallized from methanol (275 ml), water (5 ml). Yield 0.33 g; mp 255° (d).

Workup

  1. filtrationthe grey solid is filtered off
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 2 hrs
  4. distillationthe methanol is distilled off in vacuo
  5. customthe yellow precipitate is collected
  6. customrecrystallized from methanol (275 ml), water (5 ml)

Sources & evidence

ORD record
ord-7c7d1157b090437d915b41ee72425eb7
Source dataset
uspto-grants-1981_04
Patent number
US04261997

Reaction notes

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