Chlorosulfonic acid → 2,1,3-Benzothiadiazole, 4-chlorosulfonyl-

HRID 1722193Notes

Reaction equation

HRID 1722193 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[N:6]1[S:7][N:8]=[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12>>[N:6]1[S:7][N:8]=[C:9]2[C:14]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:13][CH:12]=[CH:11][C:10]=12

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 675022,1,3-Benzothiadiazole

Product 1

HCID 27354592,1,3-Benzothiadiazole, 4-chlorosulfonyl-

Procedure

To a stirred solution of 100 mL of chlorosulfonic acid at 0° C. was added 10.0 g of 2,1,3-benzothiadiazole under an inert atmosphere. The resulting mixture was heated at reflux for 30 minutes and cooled to room temperature. The reaction mixture was added dropwise to 1000 mL ice. The precipitate was collected, washed with water, and air dried to give the title compound as a beige solid, m.p. 146°-148° C.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 30 minutes
  3. customThe precipitate was collected
  4. washwashed with water, and air
  5. customdried

Sources & evidence

ORD record
ord-63d7a37a005d4e1ab1bbfa6af714b6b0
Source dataset
uspto-grants-1989_08
Patent number
US04854962

Reaction notes

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