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

HRID 2119115Notes

Reaction equation

HRID 2119115 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-97079f0cbe764a9fb79556c108c8b21d
Source dataset
uspto-grants-1987_07
Patent number
US04683000

Reaction notes

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