1-Isopropyl-5-dichloroacetylaminomethylisoquinoline → 1-Isopropyl-5-aminomethylisoquinoline

HRID 1156910Notes

Reaction equation

HRID 1156910 reaction equation
[CH:1]([C:4]1[C:13]2[C:8](=[C:9]([CH2:14][NH:15]C(=O)C(Cl)Cl)[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2]>Cl>[CH:1]([C:4]1[C:13]2[C:8](=[C:9]([CH2:14][NH2:15])[CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][N:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 128327651-Isopropyl-5-dichloroacetylaminomethylisoquinoline

Product 1

HCID 128327661-Isopropyl-5-aminomethylisoquinolineYield 67.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

Twenty grams of 1-isopropyl-5-dichloroacetylaminomethylisoquinoline was dissolved in 100 ml of conc. hydrochloric acid. The solution was heated with stirring for 1 hour. The reaction mixture was concentrated, made weakly alkaline with an aqueous solution of sodium hydroxide, and extracted with benzene to afford 8.7 g of 1-isopropyl-5-aminomethylisoquinoline as an oil.

Workup

  1. temperatureThe solution was heated
  2. concentrationThe reaction mixture was concentrated
  3. extractionextracted with benzene

Sources & evidence

ORD record
ord-5694418be72e4cd8b47309ea5529f185
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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