Methyl iodide → HCID 138962835, compound

HRID 1111055Notes

Reaction equation

HRID 1111055 reaction equation
[NH2:1][C:2](=[S:12])[NH:3][C:4](=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:13]I>CC(C)=O>[C:4]([NH:3][C:2]([S:12][CH3:13])=[NH:1])(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 2735473Benzoylthiourea

Product 1

HCID 138962835HCID 138962835, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To an 18.0 g (0.1 mole) amount of N-(aminothioxomethyl)benzamide in 300 ml of acetone was added 15.0 ml of methyl iodide (34.2 g, 0.24 mole). The mixture was heated as reflux and after about 5 minutes a solid precipitate formed. Refluxing was continued for 2 hours, then the hot reaction mixture was filtered to collect the precipitate. The precipitate was washed with two 50 ml portions of acetone, then air dried to give 28.9 g of the product as a white solid, mp 189°-190° C. (dec.).

Workup

  1. temperatureThe mixture was heated
  2. temperatureas reflux and after about 5 minutes a solid precipitate
  3. customformed
  4. temperatureRefluxing
  5. filtrationthe hot reaction mixture was filtered
  6. customto collect the precipitate
  7. washThe precipitate was washed with two 50 ml portions of acetone
  8. customair dried

Sources & evidence

ORD record
ord-0613752098c74cfdbdb44bbf872a653c
Source dataset
uspto-grants-1990_12
Patent number
US04977189

Reaction notes

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