Water → HCID 135773200, compound

HRID 904692Notes

Reaction equation

HRID 904692 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([CH2:15][CH2:16][CH3:17])[C:13]=1[OH:14])[N:10]=[C:9]([C:18]([O:20]C)=[O:19])[CH:8]=[C:7]2Cl)(=[O:3])[CH3:2].[CH2:23]([NH2:25])[CH3:24].O>C(O)C>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([CH2:15][CH2:16][CH3:17])[C:13]=1[OH:14])[N:10]=[C:9]([C:18]([OH:20])=[O:19])[CH:8]=[C:7]2[NH:25][CH2:23][CH3:24])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 6341EthylamineHCID 136035444HCID 136035444, compound

Product 1

HCID 135773200HCID 135773200, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 6-acetyl-4-chloro-7-hydroxy-8-propylquinoline-2-carboxylate (8.9 g; 27.7258 mmole) and ethylamine in ethanol (33% w/w; 24 ml) was heated at 100° C. under pressure (autoclaved) for 28 hours. The mixture was cooled, treated with water and concentrated, followed by extraction with chloroform. The organic extract was washed with water, dried and evaporated to give a red solid (8.1 g; 81%).

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. extractionfollowed by extraction with chloroform
  4. extractionThe organic extract
  5. washwas washed with water
  6. customdried
  7. customevaporated
  8. customto give a red solid (8.1 g; 81%)

Sources & evidence

ORD record
ord-5c00e608f5b84370b0a267720b4c5812
Source dataset
uspto-grants-1983_12
Patent number
US04419352

Reaction notes

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