Iodine → HCID 178526522, compound

HRID 1802828Notes

Reaction equation

HRID 1802828 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][N:10]=[CH:9]2)([O-:3])=[O:2].[OH-].[K+].[I:15]I>CN(C=O)C.S(=O)(O)[O-].[Na+]>[I:15][C:9]1[C:8]2[C:12](=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][CH:7]=2)[NH:11][N:10]=1

Participants

6

Reactant 3

HCID 807IodineHCID 18937-NitroindazoleHCID 14797Potassium Hydroxide

Product 1

HCID 178526522HCID 178526522, compoundYield 88.3%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 23665763Sodium BisulfiteSolvent

Procedure

7-Nitroindazole (1.60 g, 9.80 mmol) was dissolved in DMF (100 mL), and thereto potassium hydroxide (2.20 g, 39.20 mmol) and iodine (4.98 g, 19.61 mmol) were added in drops. The mixture was stirred for 2 hours, and diluted with 10% sodium bisulfite solution. The resulting solid was collected and dried to give 3-iodo-7-nitro-1H-indazole (2.50 g, Yield 88%).

Workup

  1. customThe resulting solid was collected
  2. customdried

Sources & evidence

ORD record
ord-aebbeb6eef364232ac7264279cb1738f
Source dataset
uspto-grants-2013_01
Patent number
US08349885B2

Reaction notes

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