Carbon Disulfide → HCID 19883133, compound

HRID 846621Notes

Reaction equation

HRID 846621 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].[C:5]1(SC)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl[CH2:14][CH2:15][CH2:16][C:17](Cl)=O.[C:20](=[S:22])=S>>[Cl:1][CH:16]([CH3:17])[CH2:15][CH2:14][C:20]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)=[S:22]

Participants

5

Reactant 4

HCID 6348Carbon DisulfideHCID 7520ThioanisoleHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 19883133HCID 19883133, compound

Procedure

To a carbon disulfide solution containing 53 g of aluminium chloride and 26.2 g of thioanisol was added dropwise under an ice-cooled condition 24.0 ml of γ-chlorobutyryl chloride. After 1 hour and 30 minutes, the reaction mixture was poured into ice-water and the insoluble matters were collected by filtration, dissolved in chloroform. The chloroform solution was washed with water and dried with anhydrous sodium sulfate, and concentrated to dryness. Recrystallization from methanol to yield 36.2 g of γ-chloro-4-methylthiobutyrophenone in the form of light yellow prism-like crystals. Melting point: 75°-76° C.

Workup

  1. additionwas added dropwise under an ice-
  2. filtrationthe insoluble matters were collected by filtration
  3. dissolutiondissolved in chloroform
  4. washThe chloroform solution was washed with water
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationconcentrated to dryness
  7. customRecrystallization from methanol

Sources & evidence

ORD record
ord-2d0f6117a3a448eaa3dea511888e0383
Source dataset
uspto-grants-1992_08
Patent number
US05137889

Reaction notes

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