Thionyl Chloride → 5,6-Dihydro-1,4-dithiin-2-carbonyl chloride

HRID 580484Notes

Reaction equation

HRID 580484 reaction equation
[S:1]1[CH2:6][CH2:5][S:4][CH:3]=[C:2]1[C:7]([OH:9])=O.S(Cl)([Cl:12])=O>>[S:1]1[CH2:6][CH2:5][S:4][CH:3]=[C:2]1[C:7]([Cl:12])=[O:9]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 201340095,6-Dihydro-1,4-dithiin-2-carboxylic acid

Product 1

HCID 201340075,6-Dihydro-1,4-dithiin-2-carbonyl chloride

Procedure

A suspension of 5,6-dihydro-1,4-dithiin-2-carboxylic acid (13.1 g) in thionyl chloride (60 cc) is gradually heated to reflux. After 30 minutes under reflux, the solution obtained is concentrated to dryness at 50° C. under reduced pressure (4 kPa) and the oily residue obtained is washed with cyclohexane (2×100 cc). The decanted oil is dried at 50° C. under reduced pressure (4 kPa). 5,6-Dihydro-1,4-dithiin-2-carbonyl chloride (15.8 g) is thereby obtained, and this is used as it is in the following operation.

Workup

  1. temperatureis gradually heated to reflux
  2. temperatureAfter 30 minutes under reflux
  3. customthe solution obtained
  4. concentrationis concentrated to dryness at 50° C. under reduced pressure (4 kPa)
  5. customthe oily residue obtained
  6. washis washed with cyclohexane (2×100 cc)
  7. customThe decanted oil is dried at 50° C. under reduced pressure (4 kPa)

Sources & evidence

ORD record
ord-b94411d15567428b9af5e861c86c60d4
Source dataset
uspto-grants-1988_06
Patent number
US04753941

Reaction notes

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