Hydrochloric Acid → 6-Ethoxy-4-(4-methoxyanilino)-7-methyl-1,8-naphthyridine-3-carboxylic acid

HRID 128630

Reaktionsgleichung

Reaktionsgleichung von HRID 128630
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[N:12][C:13]=1[CH3:14])[N:10]=[CH:9][C:8]([C:15]([O:17]CC)=[O:16])=[C:7]2[NH:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[CH3:2].[OH-].[Na+].Cl>O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[N:12][C:13]=1[CH3:14])[N:10]=[CH:9][C:8]([C:15]([OH:17])=[O:16])=[C:7]2[NH:20][C:21]1[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 9907935Ethyl 6-ethoxy-4-(4-methoxyanilino)-7-methyl-1,8-naphthyridine-3-carboxylate

Produkt 1

HCID 193742766-Ethoxy-4-(4-methoxyanilino)-7-methyl-1,8-naphthyridine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture ethyl 6-ethoxy-4-(4-methoxyanilino)-7-methyl-1,8-naphthyridine-3-carboxylate (6.38 g), water (40 ml), sodium hydroxide solution (120 ml, 0.6M) was boiled and stirred under reflux for 2 hours and then allowed to cool. The mixture was acidified with 5M hydrochloric acid (100 ml) and filtered. The filtrate was extracted with dichloromethane to give a residue which was washed with 5M hydrochloric acid and filtered to give 6-ethoxy-4-(4-methoxyanilino)-7-methyl-1,8-naphthyridine-3-carboxylic acid, m.p. 259°-263° C.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. temperatureto cool
  3. filtrationfiltered
  4. extractionThe filtrate was extracted with dichloromethane
  5. customto give a residue which
  6. washwas washed with 5M hydrochloric acid
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-46764644a2c54aa2b63e039efe1a4f11
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464781

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