Hydrochloric Acid → HCID 178507360, compound

HRID 227704Notes

Reaction equation

HRID 227704 reaction equation
[Sn](Cl)Cl.Cl.[Cl:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N+:15]([O-])=O)[CH:13]=2)[NH:8][N:7]=1>C(O)C>[Cl:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([NH2:15])[CH:13]=2)[NH:8][N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24479Stannous ChlorideHCID 1785264933-Chloro-5-nitro-1H-indazole

Product 1

HCID 178507360HCID 178507360, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A solution of tin dichloride (1.93 g, 10.2 mmol) in HCl solution (0.85 ml, 6 M, 5.08 mmol) was added to a suspension of the product from Step (a) (0.5 g, 2.54 mmol) in 1.5 ml ethanol. The reaction mixture was heated at 60° C. for 30 minutes and then cooled to room temperature. The solvent was evaporated to dryness and purified by silica gel chromatography eluting with 30% EtOAc in CH2Cl2 to afford the title compound, (0.04 g, 10%); MS (ES+) m/e 168 [M+H]+.

Workup

  1. temperaturecooled to room temperature
  2. customThe solvent was evaporated to dryness
  3. custompurified by silica gel chromatography
  4. washeluting with 30% EtOAc in CH2Cl2

Sources & evidence

ORD record
ord-cc5decd6894542b783b914bc9d83a34e
Source dataset
uspto-grants-2009_07
Patent number
US07560467B2

Reaction notes

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