Chlorosulfonic acid → HCID 117703852, compound

HRID 1049861Notes

Reaction equation

HRID 1049861 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[C:6]([NH:9][C:10]1[S:11][CH:12]=[CH:13][C:14]=1[C:15]([NH2:17])=[O:16])(=[O:8])[CH3:7]>>[C:6]([NH:9][C:10]1[S:11][C:12]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:13][C:14]=1[C:15](=[O:16])[NH2:17])(=[O:8])[CH3:7]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 6852048HCID 6852048, compound

Product 1

HCID 117703852HCID 117703852, compound

Conditions

Temperature
50 °C

Procedure

Neat ClSO3H (29 mL, 440 mmol) is cooled to 0° C., and 2-acetylamino-thiophene-3-carboxylic acid amide (8.1 g, 44 mmol) is added in portions over a period of 15 min. The mixture is then stirred at 50° C. for 3 h, cooled to room temperature, and then poured slowly to ice cold water. The resulting suspension is washed twice with EtOAc, the combined organic fractions are dried over MgSO4, filtered and evaporated to give the desired product, which is used as such.

Workup

  1. temperaturecooled to room temperature
  2. additionpoured slowly to ice cold water
  3. washThe resulting suspension is washed twice with EtOAc
  4. dry with materialthe combined organic fractions are dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-f7ec24de099046a5b3780461d5e30922
Source dataset
uspto-grants-2016_07
Patent number
US09382254B2

Reaction notes

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