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

HRID 1252851Notes

Reaction equation

HRID 1252851 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 precipitates 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 precipitates was collected
  4. washwashed with water, and air
  5. customdried

Sources & evidence

ORD record
ord-359c0f974ab24e28b1b1c0cbdc0b0171
Source dataset
uspto-grants-1988_05
Patent number
US04746356

Reaction notes

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