5-Iodoisatin → 3-(1,3-benzodioxol-4-yl)-3-hydroxy-5-iodo-1,3-dihydro-2H-indol-2-one

HRID 1662685Notes

Reaction equation

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

Participants

Reactant 2

HCID 886955-Iodoisatin

HCID 27761894-Bromo-1,3-benzodioxole

Product 1

HCID 674278103-(1,3-benzodioxol-4-yl)-3-hydroxy-5-iodo-1,3-dihydro-2H-indol-2-oneYield 64.8%

Procedure

With 2.70 g of 4-bromo-1,3-benzodioxol and 9.00 g of 5-iodoisatin as starting materials, 3.44 g of the title compound (orange color solid) was obtained by a similar method to Step 21-1.

Sources & evidence

ORD record: ord-9eebb3a094e74b8d8809b8231732f8f1
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08030499B2

Reaction notes

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