Thionyl Chloride → HCID 23437554, compound

HRID 2120045Notes

Reaction equation

HRID 2120045 reaction equation
[CH2:1]([S:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20](O)=[O:21])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].S(Cl)([Cl:27])=O>CN(C)C=O>[CH2:1]([S:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20]([Cl:27])=[O:21])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23437555HCID 23437555, compound

Product 1

HCID 23437554HCID 23437554, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Conditions

Temperature
60 °C

Procedure

4-Dodecylsulfonylbenzoic acid (25.45 g, 71.8 mMole) was added to thionyl chloride (100 mL) together with 2 drops of dirnethylformarnide. The resulting mixture was heated to 60° C. for 3 hours. The solution was then cooled, concentrated under reduced pressure and co-evaporated with ethyl acetate (2×50 mL). The residual solid, assuming a quantitative yield, was taken on to the next step.

Workup

  1. temperatureThe solution was then cooled
  2. concentrationconcentrated under reduced pressure and co-evaporated with ethyl acetate (2×50 mL)

Sources & evidence

ORD record
ord-d4fa6c385cd6408e89357fb72a3ad461
Source dataset
uspto-grants-2004_02
Patent number
US06689551B1

Reaction notes

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