5-Nitroindazole → 3-Chloro-5-nitro-1H-indazole

HRID 227703Notes

Reaction equation

HRID 227703 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].[Cl:13][O-].[Na+]>C(O)C>[Cl: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

4

Reactant 2

HCID 215015-NitroindazoleHCID 23665760Sodium Hypochlorite

Product 1

HCID 1785264933-Chloro-5-nitro-1H-indazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

5-Nitro-1H-indazole (2.0 g, 12.3 mmol) was suspended in 40 ml ethanol and sodium hypochlorite solution (123 ml, 2.0 M, 246 mmol) was added. The mixture was heated to 75° C. and stirred overnight. The solvent was evaporated to dryness to afford the title compound. (2.4 g, 100%), MS (ES+) m/e 198 [M+H]+.

Workup

  1. customThe solvent was evaporated to dryness

Sources & evidence

ORD record
ord-6468a862fffb4c8b906fda5a82da030c
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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