Water → HCID 178526495, compound

HRID 1610099Notes

Reaction equation

HRID 1610099 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][N:8]=[CH:7]2)([O-:3])=[O:2].[I:13]C1CC(=O)NC1=O.O.C(OCC)C>CN(C)C=O>[I:13][C:7]1[C:6]2[C:10](=[CH:11][CH:12]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[NH:9][N:8]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 215015-NitroindazoleHCID 22065879HCID 22065879, compound

Product 1

HCID 178526495HCID 178526495, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 17.0 g of 5-nitroindazole in 100 ml dimethylformamide was added 24.6 g of N-.iodosuccinimide at room temperature, and the mixture was stirred at 80° C. for 7 hours. After standing to cool, to the reaction mixture were added 150 ml of water and 200 ml of diethyl ether, and the resulting crystals were collected by filtration. The crystals were sequentially washed with water, isopropanol and diethyl ether, to give 27.5 g of the title compound as colorless crystals.

Workup

  1. temperatureto cool, to the reaction mixture
  2. filtrationthe resulting crystals were collected by filtration
  3. washThe crystals were sequentially washed with water, isopropanol and diethyl ether

Sources & evidence

ORD record
ord-770473d5b9784c6ea5b1d8ddf7a79c9b
Source dataset
uspto-grants-2006_01
Patent number
US06982274B2

Reaction notes

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