Methanethiol → HCID 21430190, compound

HRID 437110Notes

Reaction equation

HRID 437110 reaction equation
[C:1]1([S:7]([CH:9](Cl)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(#N)C.[Na].[CH3:21][SH:22]>C(Cl)Cl>[C:1]1([S:7]([CH:9]([S:22][CH3:21])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 878MethanethiolHCID 6342AcetonitrileHCID 5360545SodiumHCID 12296041HCID 12296041, compound

Product 1

HCID 21430190HCID 21430190, compoundYield 82.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

220 mg of (alpha-chlorobenzyl) phenyl sulfoxide was dissolved in 5 ml. of acetonitrile, and with addition of 3 ml. of a 20% aqueous solution of sodium salt of methyl mercaptan, the mixture was stirred for four days at room temperature. Methylene chloride (50 ml.) was added, and the product was dried with anhydrous sodium sulfate. The solvent was removed at reduced pressure. The product was separated by column-chromatography (silica gel, chloroform). There was obtained (alpha-methylthiobenzyl) phenyl sulfoxide as colorless crystals having a melting point of 104° - 105° C. in a yield of 82.6%.

Workup

  1. dry with materialthe product was dried with anhydrous sodium sulfate
  2. customThe solvent was removed at reduced pressure
  3. customThe product was separated by column-chromatography (silica gel, chloroform)

Sources & evidence

ORD record
ord-c3a6ef42bdda423da5930ffe6006b5d0
Source dataset
uspto-grants-1977_06
Patent number
US04029712

Reaction notes

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