Dimethyl Sulfate → HCID 21559127, compound

HRID 1578495Notes

Reaction equation

HRID 1578495 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][N:8]=[C:7]([S:15]([CH3:17])=[O:16])[C:6]2=[O:18].[OH-].[Na+].[CH3:21]OS(OC)(=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])[N:9]([CH3:21])[N:8]=[C:7]([S:15]([CH3:17])=[O:16])[C:6]2=[O:18]

Participants

4

Reactant 3

HCID 6497Dimethyl Sulfate2×HCID 14798Sodium HydroxideHCID 21559124HCID 21559124, compound

Product 1

HCID 21559127HCID 21559127, compound

Procedure

A solution of 10 g of 6,7-dimethoxy-3-(methylsulfinyl)-4(1H)-cinnolinone in 148 ml of 1 normal NaOH was treated with 14 g of (CH3)2SO4 with stirring. As the (CH3)2SO4 dissolved, the temperature rose to ca. 35° and a pasty precipitate formed. The mixture was stirred for 45 minutes and the precipitate was filtered off, washed with cold H2O and recrystallized from CH3CN, mp. 262°-64°; yield 6 g (57%).

Workup

  1. customrose to ca. 35°
  2. customa pasty precipitate formed
  3. stirringThe mixture was stirred for 45 minutes
  4. filtrationthe precipitate was filtered off
  5. washwashed with cold H2O
  6. customrecrystallized from CH3CN, mp. 262°-64°

Sources & evidence

ORD record
ord-f71dc2273c1940949c551e8c01180510
Source dataset
uspto-grants-1976_02
Patent number
US03937704

Reaction notes

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