Methyl iodide → methyl N,N'-diphenylcarbamimidothioate hydroiodide

HRID 1657576Notes

Reaction equation

HRID 1657576 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[S:9])=[CH:3][CH:2]=1.[CH3:17][I:18]>C(O)C>[IH:18].[CH3:17][S:9][C:8](=[N:7][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)[NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 700999Diphenylthiourea

Product 1

HCID 2801577methyl N,N'-diphenylcarbamimidothioate hydroiodide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 22.8 gm. (0.1 mole) of thiocarbanilide and 17 gm. (0.12 mole) of methyl iodide in 400 ml. of ethanol is heated at reflux for 6 hours. The solvent is evaporated and residue is crystallized from ethyl acetate; 29 gm. (78%), m.p. 155°-156°.

Workup

  1. additionA mixture of 22.8 gm
  2. temperatureat reflux for 6 hours
  3. customThe solvent is evaporated
  4. customresidue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-513311e90a254b1da62f90c61999eb62
Source dataset
uspto-grants-1976_06
Patent number
US03961056

Reaction notes

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