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Synthesis and the investigation of some 4H-β-quinindines, the heterocyclic analogs of azulene

✍ Scribed by L.E. Kholodov; I.F. Tishchenkova; V.G. Yashunskii

Publisher
Elsevier Science
Year
1970
Tongue
French
Weight
258 KB
Volume
11
Category
Article
ISSN
0040-4039

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✦ Synopsis

The investigation of the chemical properties of 4-methyl-1,2-dihydro-4H-p -quinindine (I) has demonstrated that electrophilic reactions take place at C(3) with a great ease, For example, during the reaction in ether of I, obtained by the action of alkali on methiodide of!-quinindane (II) (l), and C6H5COCl we obtained at once a precipitation of 3-benzoyl-4-methyl-1.2-dihydro-$H-Q-quinindine (IIIa) with a yield of 87$, m,p, 193-194' (EtOH),orange. C2,H17NO~ Rf 0,41**. AitzH mp(log& ): 230 (4.42), 265t4.09) 320 (3.65 -shoulder),455 (4.40). Similar to thie, when FhNCO was added to the ether solution of I, 3-N-phenylcarbemyl-4-methyl-l,2-dihydro-4H-~ -quinindine (III) precipitated with an almost quantitative yield, m,p. 178-180'

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