Dimethyl Sulfate → HCID 14798429, compound

HRID 1637213Notes

Reaction equation

HRID 1637213 reaction equation
[CH3:1][C:2]1([CH3:24])[C:11]([CH3:13])([OH:12])[CH:10]([O:14][C:15]2[CH:20]=[CH:19][C:18](=[O:21])[NH:17][N:16]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:22]#[N:23])[CH:8]=2)[O:3]1.[C:25]([O-])([O-])=O.[K+].[K+].S(OC)(OC)(=O)=O>CC(C)=O>[CH3:1][C:2]1([CH3:24])[C:11]([CH3:13])([OH:12])[CH:10]([O:14][C:15]2[CH:20]=[CH:19][C:18](=[O:21])[N:17]([CH3:25])[N:16]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:22]#[N:23])[CH:8]=2)[O:3]1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 14798420HCID 14798420, compound

Product 1

HCID 14798429HCID 14798429, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 327 mg of 2,2,3-trimethyl-4-(1,6-dihydro-6-oxo-3-pyridazinyl-oxy)-6-cyano-chroman-3-ol, 20 ml of acetone, 400 mg of K2CO3 and 0.2 ml of dimethyl sulfate is refluxed for 2 hours. The mixture is filtered, concentrated and chromatographed on silica gel. There is obtained with ethyl acetate/methanol (9:1) 2,2,3-trimethyl-4-(1,6-dihydro-1-methyl-6-oxo-3-pyridazinyl-oxy)-6-cyano-chroman-3-ol, m.p. 197-199°.

Workup

  1. temperatureis refluxed for 2 hours
  2. filtrationThe mixture is filtered
  3. concentrationconcentrated
  4. customchromatographed on silica gel

Sources & evidence

ORD record
ord-1e37b3dbef4844239f9bb7debe6e3856
Source dataset
uspto-grants-2000_03
Patent number
US06040308

Reaction notes

Loading…