Methyl iodide → HCID 178504035, compound

HRID 1447037Notes

Reaction equation

HRID 1447037 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 b 138°-144°. A further crystallisation supplies 18.5 g of pure N-(αphenyltrifluoroethyl) 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 b 138°-144°
  7. customA further crystallisation supplies 18.5 g of pure N-(αphenyltrifluoroethyl) S-methylisothiourea in the form of its hydroiodide melting at 142°-144°

Sources & evidence

ORD record
ord-5d18387482fc4e35adca679744688391
Source dataset
uspto-grants-1982_02
Patent number
US04315020

Reaction notes

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