Ethanol → Quinoline, 2-hydrazinyl-

HRID 1447144

Reaktionsgleichung

Reaktionsgleichung von HRID 1447144
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.O.[NH2:13][NH2:14].C(O)C>C(O)(=O)C>[NH:13]([C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1)[NH2:14]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 119282-ChloroquinolineHCID 24654Hydrazine hydrate (1:1)

Produkt 1

HCID 85111Quinoline, 2-hydrazinyl-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2-Hydrazinoquinoline (35.70 g; 0.224 mol) obtained in a customary manner (e.g., as disclosed in J. Chem. Soc., 103, 1978) from 2-chloroquinoline and hydrazine hydrate, 56.29 g (0.149 mol, mol ratio 1.5) of di-p-diethylaminostyryl ketone, 450 ml of ethanol and 74.8 ml of acetic acid were refluxed for 3 hours with stirring. The reaction mixture was cooled with water. The crystals that precipitated were separated by filtration, and hot-filtered using 150 cc of ethanol to afford 27.12 g (yield 35%) of yellow crystals having a melting point of 180° to 182° C. Recrystallization from methyl ethyl ketone afforded crystals having a melting point of 182° to 183° C.

Quellen und Nachweise

ORD-Eintrag
ord-62e2d0d30f7f4275a67e3bee5c3d0255
Quelldatensatz
uspto-grants-1982_02
Patentnummer
US04315982

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