Dimethyl Sulfate → HCID 68109094, compound

HRID 385071Notes

Reaction equation

HRID 385071 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([I:14])[C:12]=1[OH:13])[C:6]([O:8][CH3:9])=[O:7])#[N:2].[C:15](=O)([O-])[O-].[K+].[K+].COS(=O)(=O)OC>CN(C)C=O>[C:1]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([I:14])[C:12]=1[O:13][CH3:15])[C:6]([O:8][CH3:9])=[O:7])#[N:2]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 68108667HCID 68108667, compound

Product 1

HCID 68109094HCID 68109094, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl 3-cyano-4-hydroxy-5-iodobenzoate (11.29 g) was dissolved in N,N-dimethylformamide (230 mL), and potassium carbonate (49.20 g) and dimethylsulfuric acid (17.0 mL) were added to the solution, and then the mixture was stirred at room temperature for 18 hours. After the reaction solution was filtered, water was added and the precipitated crystal was collected by filtration to obtain the title compound (8.99 g) as a pale yellow crystal.

Workup

  1. filtrationAfter the reaction solution was filtered
  2. additionwater was added
  3. filtrationthe precipitated crystal was collected by filtration

Sources & evidence

ORD record
ord-e0af263f994249b2bde168e28406c3c4
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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