Methyl iodide → N-(4-cyanophenyl)-S-methylisothiourea hydroiodide

HRID 2352650Notes

Reaction equation

HRID 2352650 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([NH2:12])=[S:11])=[CH:5][CH:4]=1)#[N:2].[CH3:13][I:14]>CC(=O)CC>[IH:14].[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[NH:12])[S:11][CH3:13])=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 2757973(4-Cyanophenyl)thiourea

Product 1

HCID 178504005N-(4-cyanophenyl)-S-methylisothiourea hydroiodideYield 77.9%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To a solution of 6.7 g (0.037 mol) of 4-cyanophenylthiourea in 150 cm3 of 2-butanone, 13.1 g (0.092 mol) of methyl iodide are added. After 24 hours of contact at room temperature, the solid formed is filtered, washed with 2-butanone (2×20 cm3) then with ethyl ether (2×50 cm3), which makes it possible to obtain 9.2 g (yield 76%; melting point 212° C.) of N-(4-cyanophenyl)-S-methylisothiourea hydroiodide: ##STR16##

Workup

  1. customthe solid formed
  2. filtrationis filtered
  3. washwashed with 2-butanone (2×20 cm3)

Sources & evidence

ORD record
ord-70ecfb888f68439bbbc88b994f9ee17e
Source dataset
uspto-grants-1989_10
Patent number
US04877895

Reaction notes

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