Hydrochloric Acid → 1H-Quinolin-2-one, 4-methyl-3-phenyl-

HRID 364926

Reaktionsgleichung

Reaktionsgleichung von HRID 364926
[C:1]([C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[NH:6][C:7](=[O:15])[CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)[CH3:2].[OH-].[Na+].Cl>O.C(O)C>[CH3:2][C:1]1[C:4]2[C:5](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:6][C:7](=[O:15])[C:8]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 218938Benzeneacetamide, N-(2-acetylphenyl)-

Produkt 1

HCID 6164891H-Quinolin-2-one, 4-methyl-3-phenyl-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

The aniline derivative (25 g.) was added to a solution of sodium hydroxide (1.5 g.) in water (150 ml.) and ethanol (50 ml.), and the mixture was heated under reflux for 5 hr. The resulting solution was cooled and acidified with concentrated hydrochloric acid to a pH of 2. The resulting mixture was filtered to give, as the solid residue, 4-methyl-3-phenylquinolin-2-one of m.p. 266°-8°. Using an analogous method to that described in Example 1 for the preparation of 4-methoxy-3-o-tolylquinolin-2-thione, the 4-methyl-3-phenylquinolin-2-one was converted into 4-methyl-3-phenylquinolin-2-thione, m.p. 265°-7°.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 5 hr
  3. temperatureThe resulting solution was cooled
  4. filtrationThe resulting mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-50196a33dc664acfb53afd804329c535
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04607039

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