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

HRID 127394

Reaction equation

HRID 127394 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][NH:6][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]>C(Cl)(Cl)Cl>[CH3:5][NH:6][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]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 64553172,3-Dihydro-7-(N-methylsulphamoyl)-1,4-benzodioxin-5-carboxylic acid

Product 1

HCID 205447207-Methylsulfamoyl-1,4-benzodioxane-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

176.5 g of thionyl chloride were introduced into a balloon flask provided with a condenser. Then, in portions, 135 g of 7-methylsulfamoyl-1,4-benzodioxane-5-carboxylic acid were added under heating at 40°-45° C. The mixture was heated under reflux and then treated with 250 cm3 chloroform. The precipitate was dried off and washed with chloroform.

Workup

  1. customprovided with a condenser
  2. temperatureunder heating at 40°-45° C
  3. temperatureThe mixture was heated
  4. temperatureunder reflux
  5. customThe precipitate was dried off
  6. washwashed with chloroform

Sources & evidence

ORD record
ord-7c5079e88a35498fb213127bef9295c0
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Linked notes

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