Sulfuryl chloride → HCID 178505109, compound

HRID 866410Notes

Reaction equation

HRID 866410 reaction equation
[CH3:1][S:2]([NH:5][C:6](=[N:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=1)SC)(=[O:4])=[O:3].S(Cl)([Cl:21])(=O)=O>C(OCC)(=O)C>[CH3:1][S:2]([NH:5][C:6]([Cl:21])=[N:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 178503861HCID 178503861, compound

Product 1

HCID 178505109HCID 178505109, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The N-methylsulphonyl-N'-(3,4-dichlorophenyl)-S-methylisothiourea (150 g) obtained in the manner described was suspended in 250 ml of ethyl acetate, and 45 ml of sulphonyl chloride (0.55 mole) was added dropwise to the suspension at a temperature of 50° C. The solvent as well as the formed methanesulphonyl chloride and unreacted sulphonyl chloride was distilled off in the Rotovap, and the crystallising residue was taken up in hexane. After filtration with suction, the resulting N-methylsulphonyl-N'-(3,4-dichlorophenyl)-chloroformamidine had a melting oint of 154° - 156° C.

Workup

  1. distillationThe solvent as well as the formed methanesulphonyl chloride and unreacted sulphonyl chloride was distilled off in the Rotovap
  2. filtrationAfter filtration with suction
  3. customa melting oint of 154° - 156° C.

Sources & evidence

ORD record
ord-420550699bc145b496896461e5df73b0
Source dataset
uspto-grants-1978_07
Patent number
US04098900

Reaction notes

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