Thionyl Chloride → 7-Ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride

HRID 1659989

Reaction equation

HRID 1659989 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([S:7]([C:10]1[CH:11]=[C:12]([C:20]([OH:22])=O)[C:13]2[O:18][CH2:17][CH2:16][O:15][C:14]=2[CH:19]=1)(=[O:9])=[O:8])[CH3:6]>CN(C)C=O>[CH2:5]([S:7]([C:10]1[CH:11]=[C:12]([C:20]([Cl:3])=[O:22])[C:13]2[O:18][CH2:17][CH2:16][O:15][C:14]=2[CH:19]=1)(=[O:9])=[O:8])[CH3:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 205447587-Ethylsulfonyl-1,4-benzodioxane-5-carboxylic acid

Product 1

HCID 205447287-Ethylsulfonyl-1,4-benzodioxane-5-carbonyl chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

243 g of thionyl chloride, a few drops of dimethyl formamide and 139 g of 7-ethylsulfonyl-1,4-benzodioxane-5-carboxylic acid were introduced into a balloon flask provided with a condenser. The mixture was heated and then the thionyl chloride in excess was distilled off under vacuum. 148 g of 7-ethylsulfonyl-1,4-benzodioxane-5-carbonyl chloride were obtained (M.P.: 146°-147° C.; yield: 100%).

Workup

  1. customprovided with a condenser
  2. temperatureThe mixture was heated
  3. distillationthe thionyl chloride in excess was distilled off under vacuum

Sources & evidence

ORD record
ord-f7544609b77d47638bd233d31bc2ba4d
Source dataset
uspto-grants-1981_12
Patent number
US04306072

Linked notes

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