Dimethyl Sulfate → HCID 86754084, compound

HRID 1415709Notes

Reaction equation

HRID 1415709 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8]1[N:15]=[CH:16][NH:17][C:18](=[O:19])[C:7]=1[CH2:6]2.[OH-].[Na+].[CH3:22]OS(OC)(=O)=O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[NH:9][C:8]1[NH:15][CH2:16][N:17]([CH3:22])[C:18](=[O:19])[C:7]=1[CH2:6]2

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 135523696HCID 135523696, compound

Product 1

HCID 86754084HCID 86754084, compoundYield 49.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
90 °C

Procedure

To a heated (90° C.), stirred solution of 7,8-dimethoxy4-oxo-3,4,5,10-tetrahydropyrimido[4,5-b]quinoline (0.25 g, 0.96 mmol) and sodium hydroxide (0.05 g, 1.25 mmol) in water (3 mL) was added dimethylsulfate (0.23 mL, 2.4 mmol). After 0.5 hour, the reaction mixture was diluted with water (20 mL), the solids filtered, washed with acetonitrile and dried in vacuo to afford 0.13 g of the title compound; m.p. 225-230° C.

Workup

  1. filtrationthe solids filtered
  2. washwashed with acetonitrile
  3. customdried in vacuo

Sources & evidence

ORD record
ord-46fe652d1f324b87a3b413bec0a0e893
Source dataset
uspto-grants-1999_06
Patent number
US05908930

Reaction notes

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