Sulfuric Acid → 4-Chloro-2-(cyclopentylamino)benzoic acid

HRID 425965Notes

Reaction equation

HRID 425965 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#N)=[C:4]([NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:3]=1.S(=O)(=O)(O)[OH:17].[OH-:21].[Na+]>O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]([OH:17])=[O:21])=[C:4]([NH:10][CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:3]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 436815104-Chloro-2-(cyclopentylamino)benzonitrile

Product 1

HCID 630814764-Chloro-2-(cyclopentylamino)benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Chloro-2-(cyclopentylamino)benzonitrile and concentrated sulfuric acid were added to water, followed by stirring while heating under reflux. The reaction liquid was neutralized by adding sodium hydroxide to the reaction liquid, and the organic layer was extracted with chloroform to obtain 4-chloro-2-(cyclopentylamino)benzoic acid.

Workup

  1. temperaturewhile heating
  2. temperatureunder reflux
  3. customThe reaction liquid
  4. customto the reaction liquid
  5. extractionthe organic layer was extracted with chloroform

Sources & evidence

ORD record
ord-fcc97365de3b4e75b2a6fce892542172
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

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