Hydrochloric Acid → HCID 178524183, compound

HRID 2240098Notes

Reaction equation

HRID 2240098 reaction equation
[C:1]1([S:11]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([CH:23]=[O:24])[CH:21]=3)[NH:16][N:15]=2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[O-:25][Mn](=O)(=O)=O.[K+].Cl.S(=O)(O)[O-].[Na+]>CC#N.O>[C:1]1([S:11]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([OH:25])=[O:24])[CH:21]=3)[NH:16][N:15]=2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516875Potassium PermanganateHCID 23665763Sodium BisulfiteHCID 178519381HCID 178519381, compound

Product 1

HCID 178524183HCID 178524183, compoundYield 886.4%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

A mixture of 3-(naphthalene-1-sulfonyl)-1H-indazole-5-carbaldehyde (0.15 g, 0.44 mmoles) and KMnO4 (0.03 g, 0.29 moles) was stirred in CH3CN/H2O (4:1) for 1 hour. Reaction mixture was acidified with 2N HCl, stirred with saturated sodium bisulfite for 10 minutes, then extracted with EtOAc, dried over Na2SO4 and concentrated in vacuo to afford the title compound (0.13 g, 3.9 mmoles).

Workup

  1. customReaction mixture
  2. extractionextracted with EtOAc
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-98a450b6eb23408e903d4c58011f4c28
Source dataset
uspto-grants-2010_05
Patent number
US07723329B2

Reaction notes

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