Methyl iodide → HCID 178503870, compound

HRID 1578044Notes

Reaction equation

HRID 1578044 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[O:15])[CH3:14])=[S:11].[C:16](=O)([O-])[O-].[Na+].[Na+].CI>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10](=[N:12][C:13](=[O:15])[CH3:14])[S:11][CH3:16]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 12952276HCID 12952276, compound

Product 1

HCID 178503870HCID 178503870, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.2 g (0.02 M) of N-(2,6-dichlorophenyl)-N'-acetylthiourea, 1.3 g (0.012 M) of sodium carbonate, 1.5 ml (0.024 M) of methyliodide and 200 ml of acetone are boiled under energetic shaking for 10 hours. The acetone is distilled off and the residue is washed and then filtered. After drying 4.9 g (88.5% from the theoretical yield of N-(2,6-dichlorophenyl)-N'-acetyl-S-methylisothiourea are obtained with a melting point 135-139° C. After recrystallization from ethanol, the melting point of the product is 139°-141° C.

Workup

  1. distillationThe acetone is distilled off
  2. washthe residue is washed
  3. filtrationfiltered
  4. dry with materialAfter drying 4.9 g (88.5% from the theoretical yield of N-(2,6-dichlorophenyl)-N'-acetyl-S-methylisothiourea
  5. customare obtained with a melting point 135-139° C
  6. customAfter recrystallization from ethanol
  7. customis 139°-141° C.

Sources & evidence

ORD record
ord-207bfb9d804d4a9da38fb504ac678b71
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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