Methyl iodide → HCID 178503868, compound

HRID 1578053Notes

Reaction equation

HRID 1578053 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH:11][C:12](=[O:14])[CH3:13])=[S:10])[CH:5]=[CH:6][CH:7]=1.[C:15](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[I:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[N:11][C:12](=[O:14])[CH3:13])[S:10][CH3:15])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20568795HCID 20568795, compound

Product 1

HCID 178503868HCID 178503868, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

19.1 g (0.05 M) of N-(3-iodophenyl)-N'-acetylthiourea, 4.2 g (0.03 M) of potassium carbonate, 3.8 ml (0.06 M) of methyliodide and 100 ml of acetone are boiled during 4 hours. The acetone is distilled off. Water is added to the residue, it is heated up to 50°-60° and is ground. The sediment is filtered. After drying 19.8 g (100% of the theoretical yield) of N-(3-iodophenyl)-N'-acetyl-S-methylisothiourea are obtained with a melting point of 80°-90° C. After being twice recrystallized from ethanol and isopropanol, 9.9 g (50% of the raw product) of N-(3-iodophenyl)-N'-acetyl-S-methylisothiourea are obtained with a melting point of 92°-93°.

Workup

  1. distillationThe acetone is distilled off
  2. additionWater is added to the residue, it
  3. temperatureis heated up to 50°-60°
  4. filtrationThe sediment is filtered
  5. customAfter drying 19.8 g (100% of the

Sources & evidence

ORD record
ord-5bd957a6e9384388a5cc22d3c7cff86e
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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