5-chloro-1H-indole-2,3-dione → 5-chloro-3-(2,3-dihydro-1-benzofuran-7-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-one

HRID 1662614Notes

Reaction equation

HRID 1662614 reaction equation
Br[C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16](=[O:21])[C:15]2=[O:22]>>[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:16](=[O:21])[C:15]2([C:2]1[C:10]2[O:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][CH:3]=1)[OH:22]

Participants

3

Reactant 2

HCID 872035-chloro-1H-indole-2,3-dioneHCID 225718697-Bromo-2,3-dihydro-1-benzofuran

Product 1

HCID 674287005-chloro-3-(2,3-dihydro-1-benzofuran-7-yl)-3-hydroxy-1,3-dihydro-2H-indol-2-oneYield 72.2%

Procedure

With 3.00 g of 7-bromo-2,3-dihydro-1-benzofuran and 1.10 g of 5-chloroisatin as starting material, 1.32 g of the title compound (white solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record
ord-fbf296efacf2463093b7ac7b4be8307d
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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