Methyl iodide → HCID 21332485, compound

HRID 1390520Notes

Reaction equation

HRID 1390520 reaction equation
[C:1]([NH:4][N:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([NH:8][CH3:9])=[O:7])(=[O:3])[CH3:2].CI.[C:18](=O)([O-])[O-].[K+].[K+]>C(O)C>[C:1]([N:4]([CH3:18])[N:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:6]([NH:8][CH3:9])=[O:7])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 21332494HCID 21332494, compound

Product 1

HCID 21332485HCID 21332485, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 17 g (0.082 mol) of the semicarbazide prepared above, 14.2 g (0.1 mol) methyl iodide, 14.0 g (0.1 mol) potassium carbonate, and 200 ml ethanol was refluxed for 2 hours, cooled, filtered and evaporated under reduced pressure. The resulting residue was diluted with dichloromethane, filtered to remove suspended solids, washed with water, dried over magnesium sulfate, and evaporated under reduced pressure to give 10 g of crude 1-acetyl-1,4-dimethyl-2-phenyl-semicarbazide.

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. additionThe resulting residue was diluted with dichloromethane
  6. filtrationfiltered
  7. customto remove
  8. washwashed with water
  9. dry with materialdried over magnesium sulfate
  10. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a8fb5bbc0800437fb2c6ae67e1979a99
Source dataset
uspto-grants-1979_02
Patent number
US04139363

Reaction notes

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