7-bromo-2,3-dihydro-1H-indol-2-one → 6-Chloro-1,3-dihydroindol-2-one

HRID 4468

Reaction equation

HRID 4468 reaction equation
F[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH2:7]2.BrC1C=CC=C2C=1NC(=O)C2.CC1C=CC=C2C=1NC(=O)C2.FC1C=C(F)C=C2C=1CC(=O)N2.[Cl:46]C1C=CC(Cl)=C2C=1CC(=O)N2.FC1C=C2C(=C(F)C=1)NC(=O)C2.C(C1C=C2C(=C(F)C=1)NC(=O)C2)CCC.C1(C2C=CC=C3C=2NC(=O)C3)CCCCC1.C1(C2C=CC=C3C=2NC(=O)C3)CC1>>[Cl:46][C:3]1[CH:2]=[C:10]2[C:6]([CH2:7][C:8](=[O:11])[NH:9]2)=[CH:5][CH:4]=1

Participants

10

Reactant 9

HCID 27732917-bromo-2,3-dihydro-1H-indol-2-oneHCID 27789635,7-difluoro-1,3-dihydro-2H-indol-2-oneHCID 30142252H-Indol-2-one, 1,3-dihydro-7-methyl-HCID 37343717-Fluoro-2,3-dihydro-1h-indol-2-oneHCID 212820197-CyclohexyloxindoleHCID 212820374,6-DifluorooxindoleHCID 212820667-CyclopropyloxindoleHCID 212820844,7-Dichloro-1,3-dihydro-2H-indol-2-oneHCID 212820935-n-Butyl-7-fluorooxindole

Product 1

HCID 7363446-Chloro-1,3-dihydroindol-2-one

Procedure

In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

Sources & evidence

ORD record
ord-fb27c21061f54078be4fc125c2783746
Source dataset
uspto-grants-1988_02
Patent number
US04725616

Linked notes

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