Methyl iodide → 1-[4-chloro-3-(trifluoromethyl)phenyl]-S-methylisothiourea hydroiodide

HRID 387430Notes

Reaction equation

HRID 387430 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:11])=[S:10])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].[CH3:16][I:17]>CO>[IH:17].[CH3:16][S:10][C:9](=[NH:11])[NH:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:12]([F:15])([F:13])[F:14])[CH:4]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 27783191-(4-Chloro-3-(trifluoromethyl)phenyl)thiourea

Product 1

HCID 1785040011-[4-chloro-3-(trifluoromethyl)phenyl]-S-methylisothiourea hydroiodideYield 100.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Chloro-3-trifluoromethyl-phenylthiourea (5.0 g, 19.63 mmol) was dissolved in ca. 80 mL of anhydrous MeOH and methyl iodide (2.93 g, 20.61 mmol) was added via a syringe. The reaction mixture was refluxed for 12 hours. Then it was cooled down to ambient temperature and solvent was removed in vacuo to give colorless oil (7.85 g), which was taken to the next step without further purifications.

Workup

  1. temperatureThe reaction mixture was refluxed for 12 hours
  2. customsolvent was removed in vacuo

Sources & evidence

ORD record
ord-1f9659046d19427a899901f7e2b09927
Source dataset
uspto-grants-2013_02
Patent number
US08372971B2

Reaction notes

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