N-Iodosuccinimide → HCID 23444684, compound

HRID 429091Notes

Reaction equation

HRID 429091 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][C:5](=[O:11])[NH:6]2.[I:12]N1C(=O)CCC1=O>C(O)(=O)C.O>[I:12][C:10]1[C:2]([CH3:1])=[C:3]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5](=[O:11])[CH2:4]2

Participants

5

Reactant 2

HCID 120273N-IodosuccinimideHCID 125793824-Methyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 23444684HCID 23444684, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 962WaterSolvent

Procedure

To 2 g of 4-methyl-2-oxindole in 40 mL of glacial acetic acid in an ice bath was added 3.67 g N-iodosuccinimide. The mixture was stirred for 1 hour, diluted with 100 mL 50% acetic acid in water and filtered. The resulting white solid was dried under high vacuum to give 3.27 g (88% yield) of the title compound as an off-white solid.

Workup

  1. filtrationfiltered
  2. customThe resulting white solid was dried under high vacuum

Sources & evidence

ORD record
ord-284f7d2e75d54cd9adee741b8e91ac7d
Source dataset
uspto-grants-2001_11
Patent number
US06316429B1

Reaction notes

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