Water → HCID 178503870, compound

HRID 1578043Notes

Reaction equation

HRID 1578043 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.[K+].[K+].O.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

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12952276HCID 12952276, compound

Product 1

HCID 178503870HCID 178503870, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

26.3 g (0.1M) of N-(2,6-dichlorophenyl)-N'-acetylthiourea, 9.9 g (0.06M) of ground 2 K2CO3.3 H2O, 8.3 ml (0.13M) of methyliodide and 200 ml of acetone are put to boil and are energetically shaken for 5 hours. The acetone is distilled off and the residue is washed with water and filtered. The sediment on the filter is washed once or twice more with water. After drying the product is boiled in a reflux with isopropanol 1:6, weight:volume) and is filtered. From the filtrate 22.0 g of N-(2,6-dichloro-phenyl)-N'-acetyl-S-methylisothiourea (79.4% of the theoretical yield), melting point 137° to 140° C. are isolated.

Workup

  1. distillationThe acetone is distilled off
  2. washthe residue is washed with water
  3. filtrationfiltered
  4. washThe sediment on the filter is washed once or twice more with water
  5. customAfter drying the product
  6. temperaturea reflux with isopropanol 1:6, weight
  7. filtrationvolume) and is filtered

Sources & evidence

ORD record
ord-b66265b799d3498aab15003784387e88
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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