Hydrochloric Acid → 7-Chloro-10-[(7-diethylaminoheptyl)amino]-2-methoxypyrido[3,2-b]quinoline dihydrochloride

HRID 903144

Reaktionsgleichung

Reaktionsgleichung von HRID 903144
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6](Cl)=[C:7]3[N:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:8]3=[N:9][C:10]=2[CH:11]=1.[CH2:19]([N:21]([CH2:30][CH3:31])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][NH2:29])[CH3:20].C1(O)C=CC=CC=1.[ClH:39]>CC(C)=O>[ClH:1].[ClH:39].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]([NH:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][N:21]([CH2:30][CH3:31])[CH2:19][CH3:20])=[C:7]3[N:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:8]3=[N:9][C:10]=2[CH:11]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 996PhenolHCID 231071-Aza-6,9-dichloro-2-methoxyacridineHCID 37094117-Diethylaminoheptylamine

Produkt 1

HCID 233378177-Chloro-10-[(7-diethylaminoheptyl)amino]-2-methoxypyrido[3,2-b]quinoline dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 2.8 g. of 7,10-dichloro-2-methoxypyrido [3,2-b]quinoline, 2.0 g. of 7-diethylaminoheptylamine and 6.5 g. of phenol is stirred on a steam bath for 3 hours. The reaction is cooled, 20 ml. of 95% alcohol is added and this mixture is poured into a mixture of 200 ml. of acetone and 2.5 ml. of concentrated hydrochloric acid. The resulting solution is cooled in ice. The solid is collected and recrystallized from n-propanol:ethyl acetate (50:50), giving the desired product as yellow crystals, mp. 170°-174° C. (dec.).

Aufarbeitung

  1. additionA mixture of 2.8 g
  2. temperatureThe reaction is cooled
  3. additionthis mixture is poured into a mixture of 200 ml
  4. temperatureThe resulting solution is cooled in ice
  5. customThe solid is collected
  6. customrecrystallized from n-propanol:ethyl acetate (50:50)

Quellen und Nachweise

ORD-Eintrag
ord-79bd46c1ffd04e26bdcd95a025c29cb1
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04226869

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