Dichloromethane → HCID 178504155, compound

HRID 328599Notes

Reaction equation

HRID 328599 reaction equation
[CH3:1][S:2](=[N:7][S:8]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)(=[O:10])=[O:9])C(=O)SC.S(Cl)(Cl)(=O)=O.[Cl:23][CH2:24][Cl:25]>>[Cl:17][C:14]1[CH:13]=[CH:12][C:11]([S:8]([N:7]=[SH:2]([CH3:1])=[C:24]([Cl:25])[Cl:23])(=[O:10])=[O:9])=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24648Sulfuryl chlorideHCID 131710711HCID 131710711, compound

Product 1

HCID 178504155HCID 178504155, compound

Conditions

Temperature
35 °C

Procedure

The N-(4-chlorophenylsulphonyl)-iminodithiocarbonic acid-S,S-dimethyl ester (1000 g) obtained in the manner described is suspended in 1000 ml of dichloromethane, and 290 ml of sulphonyl chloride (3.6 moles) is added dropwise to the suspension, whereupon a yellow solution is obtained with generation of SO2. This solution is heated for about 2 hours at a temperature of 35° C. The solvent as well as the formed methanesulphonyl chloride and unreacted sulphonyl chloride is distilled off in a Rotovap, and the crystallised residue is taken up in hexane. After filtration with suction there is obtained N-(4-chlorophenysulphonyl)-S-methyl-iminothiocarbonic acid chloride: m.p. 86°-89° C.

Workup

  1. customis obtained with generation of SO2
  2. distillationThe solvent as well as the formed methanesulphonyl chloride and unreacted sulphonyl chloride is distilled off in a Rotovap
  3. filtrationAfter filtration with suction

Sources & evidence

ORD record
ord-465efdd7bfd443e29256bd0f5033305e
Source dataset
uspto-grants-1977_04
Patent number
US04017638

Reaction notes

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