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

HRID 387484Notes

Reaction equation

HRID 387484 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].[I:16][CH3:17]>CCO>[IH:16].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[NH:11])[S:10][CH3:17])=[CH:4][C:3]=1[C:12]([F:15])([F:13])[F:14]

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 hydroiodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2.54 g 4-chloro-3-trifluoromethyl-phenylthiourea, 0.62 ml of iodomethane in 50 mL of anhydrous EtOH was refluxed for 1 hr to give 1-[4-chloro-3-(trifluoromethyl)phenyl]-S-methylisothiourea hydroiodide. Then it was cooled down to ambient temperature and treated with 0.35 g of 98% hydrazine, heated gently with stirring until the initial vigorous evolution of MeSH subsided and then refluxed for additional 1 hour.

Workup

  1. temperaturewas refluxed for 1 hr

Sources & evidence

ORD record
ord-e2872b7983094c8c852f3e7e3ff6a0dd
Source dataset
uspto-grants-2013_02
Patent number
US08372971B2

Reaction notes

Loading…