Methyl iodide → HCID 178503938, compound

HRID 1578054Notes

Reaction equation

HRID 1578054 reaction equation
[C:1]1([NH:7][C:8]([NH:10][C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[C:1]1([NH:7][C:8](=[N:10][C:11](=[O:18])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[S:9][CH3:19])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 728148Urea, 1-benzoyl-3-phenyl-2-thio-

Product 1

HCID 178503938HCID 178503938, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

12.8 g (0.05 M) of N-phenyl-N'-benzoyl-thiourea, 5.3 g (0.038M) of potassium carbonate, 4.7 ml (0.075 M) of methyliodide and 200 ml of acetone are boiled in a reflux and constantly mixed for five hours. After cooling the sediment is filtered. The filtrate is washed with 150 ml of water. The separated sediment is ground and filtered. 12.4 g (93.3% of the theoretical yield) of N-phenyl-N'-benzoyl-S-methylisothiourea with a melting point of 78°-94° are obtained. After recrystallization twice from ethanol and ethylacetate 7.4 g (54.8 % of the raw one) of product with a melting temperature of 102°-104° C. are obtained.

Workup

  1. temperaturea reflux
  2. additionconstantly mixed for five hours
  3. temperatureAfter cooling the sediment
  4. filtrationis filtered
  5. washThe filtrate is washed with 150 ml of water
  6. filtrationfiltered

Sources & evidence

ORD record
ord-5990e05e345944b0aef85911affb7b51
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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