Hydrochloric Acid → HCID 178524180, compound

HRID 1880411Notes

Reaction equation

HRID 1880411 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([OH:12])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.[Cl:13]N1C(=O)CCC1=O.S([O-])([O-])(=O)=S.[Na+].[Na+].Cl>CC#N.O>[Cl:13][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([C:10]([OH:12])=[O:11])[CH:5]=2)[NH:1][N:2]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24477Sodium ThiosulfateHCID 31398ChlorosuccinimideHCID 42484541H-Indazole-5-carboxylic acid

Product 1

HCID 178524180HCID 178524180, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a suspension of 1H-indazole-5-carboxylic acid (155 mg, 0.96 mmol) in CH3CN (8 mL) was added N-chlorosuccinimide (142 mg, 1.06 mmol). The mixture was heated at reflux overnight before concentration. The solid was suspended in water and aqueous sodium thiosulfate solution, acidified with 1 N HCl and the solids were isolated by filtration. The solids were then washed with water and dried under vacuum at 50° C. to provide the title compound as an off-white solid (157 mg, 84%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux overnight before concentration
  3. customthe solids were isolated by filtration
  4. washThe solids were then washed with water
  5. customdried under vacuum at 50° C.

Sources & evidence

ORD record
ord-61bd50740e6241ca91e658908a3e68ce
Source dataset
uspto-grants-2012_11
Patent number
US08318762B2

Reaction notes

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