Dimethyl Sulfate → HCID 22623955, compound

HRID 278960Notes

Reaction equation

HRID 278960 reaction equation
[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([OH:26])[C:22]([N+:23]([O-:25])=[O:24])=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([O:26][CH3:28])[C:22]([N+:23]([O-:25])=[O:24])=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:27])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 22623989HCID 22623989, compound

Product 1

HCID 22623955HCID 22623955, compoundYield 75.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methylation of 2-benzyloxy-5-hydroxy-6-nitro-benzo[de]isoquinoline-1,3-dione (0.24 g, 0.7 mmol, from Example V) was accomplished following the procedure of Example J using potassium carbonate (0.3 g, 2.2 mmol), and dimethyl sulfate (0.3 g, 2.1 mmol) in acetone (40 mL) to give 0.2 g of the title compound.

Sources & evidence

ORD record
ord-5842d958b70b430eb9b7567de86afbaa
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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