Benzene → HCID 54550885, compound

HRID 328345Notes

Reaction equation

HRID 328345 reaction equation
C([SH:9])CCCCCCC.N1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[C:16]([Cl:19])(Cl)=O.[CH:20]1[CH:25]=CC=C[CH:21]=1>>[CH2:11]([C:16]([Cl:19])=[S:9])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:21][CH2:20][CH3:25]

Participants

5

Reactant 4

HCID 241BenzeneHCID 1049PyridineHCID 6371PhosgeneHCID 81441-Octanethiol

Product 1

HCID 54550885HCID 54550885, compound

Procedure

180 G. (1.23 moles) of 1-octanethiol and 97.2 g. (1.23 moles) of pyridine are added dropwise over one hour to 2000 g. of 12.5% phosgene in benzene maintaining the temperature at from 10° to 12° C with an ice water bath. The reaction mixture is allowed to warm to room temperature and stirred for 21 hours. The reaction mixture is filtered, washed with anhydrous benzene, concentrated to a small volume, filtered and concentrated again to an oil which infrared spectroscopy indicates is pure n-octylthiocarbonyl chloride.

Workup

  1. customat from 10° to 12° C
  2. filtrationThe reaction mixture is filtered
  3. washwashed with anhydrous benzene
  4. concentrationconcentrated to a small volume
  5. filtrationfiltered
  6. concentrationconcentrated again to an oil which

Sources & evidence

ORD record
ord-ae67ee17849d427b9f124b42b9e115c2
Source dataset
uspto-grants-1977_04
Patent number
US04017505

Reaction notes

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