Dimethyl Sulfate → HCID 20259121, compound

HRID 1155521Notes

Reaction equation

HRID 1155521 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:15])[CH:7]([S:12]([CH3:14])=[O:13])[CH:8]=[N:9]2)=[CH:4][CH:3]=1.S(OC)(O[CH3:20])(=O)=O>[OH-].[K+]>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:15])[C:7]([S:12]([CH3:14])=[O:13])=[CH:8][N:9]2[CH3:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6497Dimethyl Sulfate2×HCID 70577144HCID 70577144, compound

Product 1

HCID 20259121HCID 20259121, compound

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent2×

Procedure

7-Bromo-3-methylsulphinyl-4-quinolone (1.07 g.) was dissolved in aqueous potassium hydroxide (0.3 g. potassium hydroxide in 30 ml. water). Dimethyl sulphate (0.4 ml.) was added and the mixture was stirred at room temperature for 3 hours. More dimethyl sulphate (0.5 ml.) was added and the mixture basified to pH 9.0 by the addition of aqueous KOH (0.4 N). The resulting mixture was stirred overnight. The solid product was collected by filtration and recrystallised from ethanol to give 7-bromo-1-methyl-3-methylsulphinyl-4-quinolone, m.p. 248°-249°.

Workup

  1. stirringThe resulting mixture was stirred overnight
  2. filtrationThe solid product was collected by filtration
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-d5983bee563148ff85c29f346ec23945
Source dataset
uspto-grants-1981_11
Patent number
US04302460

Reaction notes

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