Dimethyl Sulfate → HCID 22623961, compound

HRID 278961Notes

Reaction equation

HRID 278961 reaction equation
[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([OH:24])[C:22]([Br:23])=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:26](=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:24][CH3:26])[C:22]([Br:23])=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 22623914HCID 22623914, compound

Product 1

HCID 22623961HCID 22623961, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-Benzyloxy-6-bromo-5-hydroxy-benzo[de]isoquinoline-1,3-dione (2.0 g, 5.0 mmol, from Example Y), potassium carbonate (2.75 g, 20.0 mmol), and dimethyl sulfate (2.7 g, 21.0 mmol) were reacted in acetone (300 mL) following the procedure as described in Example J to give 1.9 g of the title compound.

Sources & evidence

ORD record
ord-8af16d49e81c4f5ab085ec02dde3689c
Source dataset
uspto-grants-2002_03
Patent number
US06362181B1

Reaction notes

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