Methyl iodide → HCID 178504035, compound

HRID 2286748Notes

Reaction equation

HRID 2286748 reaction equation
[C:1]1([CH:7]([NH:12][C:13]([NH2:15])=[S:14])[C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:16]I>CC(C)=O>[C:1]1([CH:7]([NH:12][C:13](=[NH:15])[S:14][CH3:16])[C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 53913463HCID 53913463, compound

Product 1

HCID 178504035HCID 178504035, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

14.5 g N-(α-phenyltrifluoroethyl) thio Urea are dissolved in 270 ml acetone and this solution is heated to reflux. A solution of 17.6 g methyl iodide in 7.75 ml acetone is added thereto while keeping the heating at reflux during the addition and for a further period of three hours. The solvent is thereafter evaporated off and 25 of an oily product is obtained. The crystallisation thereof is initiated by scratching in the presence of benzene. The crystalls melt at 138°-144°. A further crystallisation supplies 18.5 g of pure N-(α-phenyl trifluoroethyl) S-methylisothiourea in the form of its hydroiodide melting at 142°-144°.

Workup

  1. temperaturethis solution is heated to reflux
  2. temperatureat reflux during the addition and for a further period of three hours
  3. customThe solvent is thereafter evaporated off
  4. custom25 of an oily product is obtained
  5. customThe crystallisation
  6. custommelt at 138°-144°
  7. customA further crystallisation supplies 18.5 g of pure N-(α-phenyl trifluoroethyl) S-methylisothiourea in the form of its hydroiodide melting at 142°-144°

Sources & evidence

ORD record
ord-d2f8c2608f954d31b2c44174c8315a63
Source dataset
uspto-grants-1981_05
Patent number
US04267345

Reaction notes

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