Methyl iodide → HCID 53760271, compound

HRID 620927Notes

Reaction equation

HRID 620927 reaction equation
[CH3:1][C:2]([NH:8][C:9](=[O:18])[C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[CH:11]=1)([CH3:7])[C:3]([CH2:5][OH:6])=[O:4].[CH3:19]I>[Ag]=O>[CH3:7][C:2]([NH:8][C:9](=[O:18])[C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[CH:11]=1)([CH3:1])[C:3]([CH2:5][O:6][CH3:19])=[O:4]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 54349857HCID 54349857, compound

Product 1

HCID 53760271HCID 53760271, compound

Reagents, catalysts & solvents 1

HCID 92152Silver(II) oxideCatalyst2×

Procedure

Methyl iodide (30 ml) and freshly prepared silver oxide (0.77 gm, 0.003 m) were added to N-(1',1'-dimethyl-3'-hydroxyacetonyl)-3,5-dichlorobenzamide (0.08 gm, 0.003 m) (Example 45) and the reaction mixture was refluxed for about 10 hours. Then fresh silver oxide (0.7 gm) was added and the mixture was refluxed for another 2 hours. The inorganic salts were removed by filtration, the filter cake was washed with ether and the solvents were stripped off to obtain 0.5 gm of product after recrystallization from ethylacetate and hexane.

Workup

  1. temperaturethe reaction mixture was refluxed for about 10 hours
  2. temperaturethe mixture was refluxed for another 2 hours
  3. customThe inorganic salts were removed by filtration
  4. washthe filter cake was washed with ether

Sources & evidence

ORD record
ord-9652f02dcdc946b4bf8f2889b3dc098d
Source dataset
uspto-grants-1989_04
Patent number
US04822902

Reaction notes

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