Methyl iodide → HCID 19987105, compound

HRID 973911Notes

Reaction equation

HRID 973911 reaction equation
[Cl:1][C:2]1[NH:7][C:6](=[O:8])[N:5]([CH2:9][CH:10]([CH2:15][CH3:16])[CH2:11][CH2:12][CH2:13][CH3:14])[C:4](=[O:17])[CH:3]=1.[C:18](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[Cl:1][C:2]1[N:7]([CH3:18])[C:6](=[O:8])[N:5]([CH2:9][CH:10]([CH2:15][CH3:16])[CH2:11][CH2:12][CH2:13][CH3:14])[C:4](=[O:17])[CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 19987103HCID 19987103, compound

Product 1

HCID 19987105HCID 19987105, compoundYield 99.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution containing 20 g of 6-chloro-3-(2-ethylhexyl)uracil thus obtained in 50 ml of dimethylformamide was added 11 g of potassium carbonate and then 12.1 g of methyl iodide was added thereto, and the mixture was stirred at room temperature for 1.5 hours. The reaction solution was filtered, the filtrate was poured into water and extracted twice with 100 ml of chloroform. The organic phase was washed with a saturated aqueous sodium chloride solution and dried with anhydrous magnesium sulfate. The chloroform was distilled off under reduced pressure to obtain 21 g of 6-chloro-3-(2-ethylhexyl)-1-methyluracil as an oily product.

Workup

  1. filtrationThe reaction solution was filtered
  2. additionthe filtrate was poured into water
  3. extractionextracted twice with 100 ml of chloroform
  4. washThe organic phase was washed with a saturated aqueous sodium chloride solution
  5. dry with materialdried with anhydrous magnesium sulfate
  6. distillationThe chloroform was distilled off under reduced pressure

Sources & evidence

ORD record
ord-0d22b6dc18a546dfba871021a1881252
Source dataset
uspto-grants-1991_11
Patent number
US05066573

Reaction notes

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