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HRID 649610Erstellt: 25. Oktober 2026

Hydrochloric Acid → 3H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 2,7-dihydro-6-[[4-(2-hydroxyethyl)phenyl]amino]-3-methyl-2,7-dioxo-

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Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-Amino-alpha-methylbenzenemethanolHCID 85753—
EduktPotassium AcetateHCID 517044—
Edukt3H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 6-bromo-2,7-dihydro-3-methyl-2,7-dioxo-HCID 11122075—
LösungsmittelAcetoneHCID 180—
Lösungsmittel1-ButanolHCID 263—
Produkt3H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 2,7-dihydro-6-[[4-(2-hydroxyethyl)phenyl]amino]-3-methyl-2,7-dioxo-HCID 163996—

Reaktionsschritte

A mixture of 6-bromo-1-cyano-3-methyl-3H-dibenz[f,ij]isoquinoline-2,7-dione (2.0 g), p-aminophenylethanol (15 g), potassium acetate (2.0 g), a trace of cupric acetate, and butanol (10 ml) was heated gradually to about 80° C., held for 5-10 minutes, and then drained into 250 ml of 10% HCl. The solid product was collected by filtration, washed with water, dried in air, and recrystallized twice from nitrobenzene to remove a red impurity and traces of starting material. A yield of 0.65 g of product, which had a visible absorption maximum at 587 nm in acetone, was obtained, thus imparting a reddish-blue color to acetone. The structure is as follows: ##STR6##

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04740581
Quelldatensatzuspto-grants-1988_04
ORD IDord-d00e77a6b43a4d8a92c85b1e35d241b5
Quellennotizuspto-grants-1988_04