4-Methoxybenzenesulfonyl chloride → 5-Bromo-1-(4-methoxybenzenesulfonyl)-7-nitroindoline

HRID 18694

Reaction equation

HRID 18694 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[NH:7][CH2:6][CH2:5]2.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)[N:7]([S:22]([C:19]1[CH:18]=[CH:17][C:16]([O:15][CH3:14])=[CH:21][CH:20]=1)(=[O:24])=[O:23])[CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 30189115-Bromo-7-nitroindoline

Product 1

HCID 686126655-Bromo-1-(4-methoxybenzenesulfonyl)-7-nitroindoline

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The preparation involved a straightforward reaction sequence with high yields (overall 48-56% in three or four steps). The commercially available 5-bromo-7-nitroindoline (16) was reacted with the 4-methoxybenzenesulfonyl chloride in pyridine to afford the 5-bromo-1-(4-methoxybenzenesulfonyl)-7-nitroindoline (17).

Workup

  1. customwith high yields (overall 48-56% in three or four steps)

Sources & evidence

ORD record
ord-84ed2333241244709d8e914e59951045
Source dataset
uspto-grants-2010_06
Patent number
US07741495B2

Linked notes

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