2-(4-Chlorophenyl)ethylamine → HCID 19094045, compound

HRID 1196474Notes

Reaction equation

HRID 1196474 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8](F)=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH2:22])=[CH:16][CH:15]=1>>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH:22][C:4]2[CH:3]=[CH:2][C:11]3[C:6](=[CH:7][C:8]([NH:22][CH2:21][CH2:20][C:17]4[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=4)=[CH:9][CH:10]=3)[N:5]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 674302-(4-Chlorophenyl)ethylamineHCID 151512294-Chloro-7-fluoroquinoline

Product 1

HCID 19094045HCID 19094045, compound

Procedure

A mixture of 2.0 g of 4-chloro-7-fluoroquinoline and 3.5 g of 2-(4-chlorophenyl)ethyl amine was heated neat until fuming began. The mixture was then cooled. The product was extracted into a CHClz/ammonium hydroxide solution, which was then washed with water. Solvent was removed by reducing pressure. The residue was placed on a silica gel column with acetone, then flushed with ethanol. Solvent was removed by reducing pressure, giving the title product as a yellow-brown foam. Yield 1.1 g. M.P. 55°-60° C.

Workup

  1. temperaturewas heated neat
  2. temperatureThe mixture was then cooled
  3. extractionThe product was extracted into a CHClz/ammonium hydroxide solution, which
  4. washwas then washed with water
  5. customSolvent was removed
  6. customflushed with ethanol
  7. customSolvent was removed

Sources & evidence

ORD record
ord-195e42ea65de4a4fb28c790899a13c0b
Source dataset
uspto-grants-1992_05
Patent number
US05114939

Reaction notes

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