Chlorosulfonic acid → 1-Methyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

HRID 583929Notes

Reaction equation

HRID 583929 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8]1>>[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][C:12]([S:2]([Cl:1])(=[O:5])=[O:3])=[CH:13][CH:14]=2)[CH2:9][CH2:8]1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 558301-Methyl-2,3-dihydro-1H-indole

Product 1

HCID 223447021-Methyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

Procedure

A solution of chlorosulfonic acid at 0° C. (5 mL, 75 mmol) was treated portionwise with 1-methylindoline (CAS No. [824-21-5], 1.96 g, 14.7 mmol), warmed to room temperature, heated at 75° C. for 40 minutes, cooled, and poured onto ice to provide a solid. The solid was collected by suction filtration, washed with water, and dried to provide 927 mg of the desired product.

Workup

  1. temperatureheated at 75° C. for 40 minutes
  2. temperaturecooled
  3. additionpoured onto ice
  4. customto provide a solid
  5. filtrationThe solid was collected by suction filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-0bd2e49c02b64619a54de44bd9042992
Source dataset
uspto-grants-2005_08
Patent number
US06924304B2

Reaction notes

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