Hydrochloric Acid → HCID 10936347, compound

HRID 1935617Notes

Reaction equation

HRID 1935617 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25]CC)=[O:24])=[CH:19][CH:18]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[CH:18]=[CH:19][C:20]([C:23]([OH:25])=[O:24])=[CH:21][CH:22]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10132921HCID 10132921, compound

Product 1

HCID 10936347HCID 10936347, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-benzyl-3-(4′-ethoxycarbonylphenyl)indazole (1 g, 2.8 mmole) dissolved in 10 mL methanol was added a sodium hydroxide solution (0.56 g in 20 mL water). After the mixture was heated under reflux for 6 hours, the methanol was removed by evaporation. The residue thus obtained was acidified with diluted HCl. After cooling in an ice bath, a solid precipitated and was collected to obtain 0.87 g 1-benzyl-3-(4′-hydroxycarbonyl-phenyl)-indazole in a yield of 94.5%.

Workup

  1. temperatureAfter the mixture was heated
  2. temperatureunder reflux for 6 hours
  3. customthe methanol was removed by evaporation
  4. customThe residue thus obtained
  5. temperatureAfter cooling in an ice bath
  6. customa solid precipitated
  7. customwas collected

Sources & evidence

ORD record
ord-08ec7ccff4954790bff846062e01288b
Source dataset
uspto-grants-2002_05
Patent number
US06387942B2

Reaction notes

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