9,9-Dimethyl-9,10-dihydroacridine → 9,9-Dimethyl-10-(5-methyl-1-pyrrolin-2-YL)acridan

HRID 1657799

Reaktionsgleichung

Reaktionsgleichung von HRID 1657799
[CH3:1][C:2]1([CH3:16])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2.[CH3:17][CH:18]1[NH:22][C:21](=O)[CH2:20][CH2:19]1.P(Cl)(Cl)(Cl)=O>>[CH3:1][C:2]1([CH3:16])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[N:9]([C:21]2[CH2:20][CH2:19][CH:18]([CH3:17])[N:22]=2)[C:10]2[C:15]1=[CH:14][CH:13]=[CH:12][CH:11]=2

Komponenten

4

Edukt 3

HCID 226479,9-Dimethyl-9,10-dihydroacridineHCID 24813Phosphorus oxychlorideHCID 660555-Methyl-2-pyrrolidone

Produkt 1

HCID 30441679,9-Dimethyl-10-(5-methyl-1-pyrrolin-2-YL)acridanAusbeute 11 %

Versuchsvorschrift

Reaction of 9,9-dimethylacridan, 5-methyl-2-pyrrolidinone and phosphorus oxychloride according to the procedure of Example 1 provides the free base 9,9-DIMETHYL-10-(5-METHYL-1-PYRROLIN-2-YL)ACRIDAN as a distillable oil, b.p. 160°-180°C. at 0.15 mm Hg. in 11% yield. Conversion of the free base to the hydrochloride salt affords 9,9-DIMETHYL-10-(5-METHYL-1-PYRROLIN-2-YL)ACRIDAN HYDROCHLORIDE, m.p. 232.5°-234.5°C. (dec.) (corr.), by trituration with hot benzene.

Quellen und Nachweise

ORD-Eintrag
ord-48f81bfdca2c4f10995c9ec5d417e38e
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03962252

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