Water → HCID 14209242, compound

HRID 1646861Notes

Reaction equation

HRID 1646861 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1Cl)=[CH:9][CH:8]=[CH:7][CH:6]=2.[OH:13][CH:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:15][NH2:16].O>C(OC(O)C)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:16][CH2:15][CH:14]([OH:13])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

5

Reactant 3

HCID 962WaterHCID 1000PhenylethanolamineHCID 6183063-Bromo-4-chloroquinoline

Product 1

HCID 14209242HCID 14209242, compound

Reagents, catalysts & solvents 1

HCID 101298981-EthoxyethanolSolvent

Procedure

A solution of 4 g of 3-bromo-4-chloro-quinoline and 6 g of 2-hydroxy-2-phenyl-ethylamine was heated at 150° C. for 3 hours in 10 ml of ethoxyethanol. The mixture was cooled and poured into 150 ml of water. The product was extracted with two 50 ml portions of ether. The ether layer was dried over sodium sulfate, the solvent was evaporated and the residue was recrystallized from isopropanol. The yield was 3.0 g, mp 131°-132° C.

Workup

  1. temperatureThe mixture was cooled
  2. extractionThe product was extracted with two 50 ml portions of ether
  3. dry with materialThe ether layer was dried over sodium sulfate
  4. customthe solvent was evaporated
  5. customthe residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-48a075e4907746de8a9944738cd6f044
Source dataset
uspto-grants-1993_01
Patent number
US05182275

Reaction notes

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