HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 4-Amino-alpha-methylbenzenemethanol | HCID 85753 | — |
| Edukt | Potassium Acetate | HCID 517044 | — |
| Edukt | 3H-Naphtho[1,2,3-de]quinoline-1-carbonitrile, 6-bromo-2,7-dihydro-3-methyl-2,7-dioxo- | HCID 11122075 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Lösungsmittel | 1-Butanol | HCID 263 | — |
| Produkt | 3H-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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04740581 |
| Quelldatensatz | uspto-grants-1988_04 |
| ORD ID | ord-d00e77a6b43a4d8a92c85b1e35d241b5 |
| Quellennotiz | uspto-grants-1988_04 |