2,3-Dihydro-1H-indole-7-sulfonamide → 1H-Indole-7-sulfonamide

HRID 622599Notes

Reaction equation

HRID 622599 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[S:10]([NH2:13])(=[O:12])=[O:11])[CH2:3][CH2:2]1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[S:10]([NH2:13])(=[O:11])=[O:12])[CH:3]=[CH:2]1

Participants

4

Reactant 1

HCID 143467542,3-Dihydro-1H-indole-7-sulfonamide

Product 1

HCID 143467551H-Indole-7-sulfonamide

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a slurry of activated manganese dioxide (20 g) in methylene chloride (200 ml) was added indoline-7-sulfonamide (4.3 g). The mixture was stirred at 25° C. for 24 hours. The solid was removed by filtration and the filtrate concentrated and hexane added until crystallization occurred. The pure product (TLC) was isolated by filtration (2.9 g, m.p. 125°-127° C.).

Workup

  1. customThe solid was removed by filtration
  2. concentrationthe filtrate concentrated
  3. additionhexane added until crystallization
  4. customThe pure product (TLC) was isolated by filtration (2.9 g, m.p. 125°-127° C.)

Sources & evidence

ORD record
ord-27e80961296c430697cdaac0e4abb270
Source dataset
uspto-grants-1988_09
Patent number
US04772313

Reaction notes

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