Methyl iodide → HCID 178503870, compound

HRID 1578046Notes

Reaction equation

HRID 1578046 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>C(O)C>[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, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

26.3 g (0.1 M) of N-(2,6-dichlorophenyl)-N'-acetylthiourea, 6.4 g (0.06 M) of sodium carbonate, 8 ml (0.123 M) of methyliodide and 200 ml of ethanol are mixed and heated for 4 hours in a water bath at 70°-75°. The ethanol is distilled off. The residue is washed with water and filtered. The sediment, after drying, is boiled with 180 ml of iso-propanol and then is filtered. From the filtrate 15.3 g (55.2% of the theoretical yield) of N-(2,6-dichlorophenyl)-N'-acetyl-S-methylisothiourea with a melting point of 137°-141° are isolated.

Workup

  1. temperatureheated for 4 hours in a water bath at 70°-75°
  2. distillationThe ethanol is distilled off
  3. washThe residue is washed with water
  4. filtrationfiltered
  5. customThe sediment, after drying
  6. filtrationis filtered

Sources & evidence

ORD record
ord-5eb1432257a540c3a53981e84e58275c
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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