Water → HCID 59474772, compound

HRID 1966557Notes

Reaction equation

HRID 1966557 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:13]([NH2:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>C(O)C>[CH2:13]([NH:20][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([Cl:1])[CH:11]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7504BenzylamineHCID 6075032,4-Dichloroquinoline

Product 1

HCID 59474772HCID 59474772, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,4-Dichloroquinoline (0.70 g, 3.53 mmole) and benzylamine (3.79 g, 35.3 mmole) in ethanol (2 mL) were stirred at 110° C. in a microwave oven for 1 h. Water was added and the mixture was extracted with ethyl acetate. The organic phases were washed with saturated NaCl solution, dried and concentrated. The residue thus obtained was purified using silica gel chromatography, eluting with dichloromethane:methanol 95:5 to give a white solid (330 mg, 35%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phases were washed with saturated NaCl solution
  3. customdried
  4. concentrationconcentrated
  5. customThe residue thus obtained
  6. customwas purified
  7. washeluting with dichloromethane:methanol 95:5

Sources & evidence

ORD record
ord-f8a6162a92f9440389590900a3480109
Source dataset
uspto-grants-2013_04
Patent number
US08420670B2

Reaction notes

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