Structure of the trifluoroacetylation product of 1-ethyl-6-methoxy-3-methyl-1H-1,2-diazaphenalene

Russian Journal of Organic Chemistry - 1-Ethyl-6-methoxy-3-methyl-1H-1,2-diazaphenalene was readily acylated with trifluoroacetic anhydride with formation of...     

Nitration of 3-methyl-6,7-dihydro-1<Emphasis Type="Italic">H</Emphasis>-indeno[6,7,1-<Emphasis Type="Italic">def</Emphasis>]cinnoline and its <Emphasis Type="Italic">N</Emphasis>-substituted derivatives

The nitration of 3-methylaceperidazine (3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline) and its N-substituted derivatives with nitric acid of different concentrations requires harsh conditions and is accompanied by dehydrogenation and dimerization of the initial compound.     

Nitration of 3-methyl-1<Emphasis Type="Italic">H</Emphasis>-1,2-diazaphenalene and its n-substituted derivatives

1-Substituted 1H-1,2-diazaphenalenes (1H-benzo[de]cinnolines) undergo nitration with nitric acid leading to the formation of di- and trinitro derivatives. The yield of nitration products depends on nitric acid concentration.     

Alkylation of 3-methyl-1<Emphasis Type="Italic">H</Emphasis>-acenaphtho[5,6-<Emphasis Type="Italic">de</Emphasis>]pyridazine

Alkylation of 3-methyl-1Н-acenaphtho[5,6]pyridazine with methyl and propyl iodides as well as with benzyl chloride in alkaline medium leads to the formation of the corresponding both N- and С-substituted pyridazine derivatives and also to the dimerization product of the initial compound. The ratio of obtained compounds depends on the used hydride, reaction temperature, and solvent.     

Spectral and quantum-chemical investigation of <Emphasis Type="Italic">ortho</Emphasis>- and <Emphasis Type="Italic">peri</Emphasis>-hydroxy-substituted mono- and diformyl derivatives of 1,5-naphthalenediol

Spectral and quantum-chemical investigation of ortho- and peri-hydroxy-substituted aldehydes, 1,5-naphthalenediol derivatives, was carried out. An unusual spin-spin coupling through an intramolecular hydrogen bond was discovered in the molecule of 1,5-dihydroxynaphthalene-4,8-dicarbaldehyde. It was shown that this dialdehyde is involved into the ring-chain tautomerism. The position of this equilibrium was examined depending on the temperature and the solvent polarity. The effect of the solvent polarity on the benzoid-quinoid tautomerism in the dihydroxynaphthalene-2,6-dicarbaldehyde was established. By the method of quantum-chemical calculations the relative energy stability and conformational structure of dialdehydes were revealed.     

Structure of 4,8-dihydroxynaphthalene-1,5-dicarbaldehyde by the data of 1H NMR Spectroscopy. Spin-spin coupling through a hydrogen bond

Russian Journal of Organic Chemistry -     

Trifluoroacetylation of N-Substituted 1H-1,2-Diazaphenalenes of the Naphthalene and Acenaphthene Series

Russian Journal of Organic Chemistry - The acylation of N-substituted 3-methyl-1H-1,2-diazaphenalenes of the naphthalene and acenaphthene series with trifluoroacetic anhydride gave mono- and...     

Nitration of 3-Methylaceperidazines with a Large Excess of Fuming Nitric Acid

Nitration of N-acetyl-3-methylaceperidazine with a 2–3-fold excess of nitric acid (d 1.36, 1.48) in glacial acetic acid results in the exclusive formation of mono- and dinitroderivatives. The nitration of 3-methylaceperidazine and its N-alkyl- and N-acetyl-substituted derivatives with a 6–9-fold excess of fuming nitric acid (d 1.54) in the same conditions results in the formation of both the expected products of mono- and dinitration and a product of the electrophilic addition of nitric acid to a double bond of acenaphthene scaffold of the molecule of nitration product.