Morpholine → 2-Oxoindoline-5-sulfonamide

HRID 413726Notes

Reaction equation

HRID 413726 reaction equation
Cl[S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])=[O:3].[NH:15]1CCOCC1>ClCCl>[NH2:15][S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 49625062-oxo-2,3-dihydro-1H-indole-5-sulfonyl chloride

Product 1

HCID 101982322-Oxoindoline-5-sulfonamideYield 99.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5-Chlorosulfonyl-2-indolinone (2.3 g) and 2.2 g morpholine in 50 mL of dichloromethane was stirred for 3 hours at room temperature. The precipitate was collected by vacuum filtration, washed with ethyl acetate and hexane and dried to give 2.09 g (74%) of the title compound as a white solid.

Workup

  1. filtrationThe precipitate was collected by vacuum filtration
  2. washwashed with ethyl acetate and hexane
  3. customdried

Sources & evidence

ORD record
ord-df5ba4578813464cba8dc0803ac173b5
Source dataset
uspto-grants-2003_05
Patent number
US06569868B2

Reaction notes

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