Sulfuric Acid → 2-Amino-4-(6-methoxy-3,4,-dihydro-2h-quinolin-1-yl)-6-methylpyrimidine

HRID 343847

Reaktionsgleichung

Reaktionsgleichung von HRID 343847
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7][CH2:6]2.[NH2:13][C:14]1[N:19]=[C:18](Cl)[CH:17]=[C:16]([CH3:21])[N:15]=1.S(=O)(=O)(O)O.[OH-].[NH4+]>O>[NH2:13][C:14]1[N:19]=[C:18]([N:9]2[C:10]3[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=3)[CH2:6][CH2:7][CH2:8]2)[CH:17]=[C:16]([CH3:21])[N:15]=1

Komponenten

6

Edukt 4

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 218102-Amino-4-chloro-6-methylpyrimidineHCID 67113Quinoline, 1,2,3,4-tetrahydro-6-methoxy-

Produkt 1

HCID 158387452-Amino-4-(6-methoxy-3,4,-dihydro-2h-quinolin-1-yl)-6-methylpyrimidineAusbeute 49,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A flask containing 6-methoxy-1,2,3,4-tetrahydroquinoline (1.33 g), 2-amino-4-chloro-6-methylpyrimidine (1.00 g), sulfuric acid (0.6 g), and 100 mL of water was heated on a steam bath for 2 hours. The solution was then cooled to room temperature and treated with ammonium hydroxide until the solution was basic (pH 8-9). The resultant solid, which precipitated from solution, was collected by filtration and recrystallized from ethyl alcohol to give 2-amino-4-(6-methoxy-3,4,-dihydro-2H-quinolin-1-yl)-6-methylpyrimidine (0.93 g), m.p. 175.2°-175.9° C.

Aufarbeitung

  1. temperaturewas heated on a steam bath for 2 hours
  2. customThe resultant solid, which precipitated from solution
  3. filtrationwas collected by filtration
  4. customrecrystallized from ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-ef6222da18c04eb4a35b2dc2def97948
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05863924

Verknüpfte Notizen

Wird geladen…