Reaction of dibenzoylfuroxane with primary aliphatic amines and methylhydrazine

Mixtures of products of the reaction of dibenzoylfuroxane with isopropylamine, tert-butylamine, and methylhydrazine were separated by high-pressure liquid chromatography. According to the proposed reaction scheme, benzamidoglyoxime is formed in the first step, after which it undergoes cyclization to give an N-substituted 3-amino-4-nitroso-5-phenylisoxazole or decomposes via the mechanism of a Beckmann rearrangement of the second type.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 616–619, May, 1978.     

Reaction of succinonitrile with aliphatic amines

Conclusions The reaction of primary amines with succinonitrile leads to the formation of N,N,N,N-tetrasubstituted amidines and the liberation of 2 M of NH₃. The reaction of secondary amines with succinonitrile proceeds as an intramolecular condensation with the liberation of 1 M of NH₃ per mole of the dinitrile and the formation of the ^2,5–, -dialkylaminopyrrolene.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2722–2725, December, 1973.     

Reaction of 5-hydroxy-n-aryl-1,4-naphthoquinon-4-imines with primary aliphatic amines

Conclusions 5-Hydroxy-2-aryl- and 5-hydroxy-2-alkylamino-N-aryl-1,4-naphthoquinon-4-imines react with primary aliphatic amines to form previously unavailable 5-hydroxy-2-aryl- and 5-hydroxy-2-alkylamino-N-alkyl-1,4-naphthoquinon-4-imines by nucleophilic substitution of the N-arylimino group by an alkylamine residue. The product of the amination of the second ring was isolated among other products upon an increase in the reaction time. This is probably a consequence of the existence of 5-hydroxy-1,4-naphthoquinonimines in the 4-amino-1,5-naph-thoquinone tautomeric form.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1672–1676, July, 1988.     

Reaction rate of α-oxides with aliphatic amines

Conclusions Butylamine reacts with phenyl glycidyl ether by a mechanism that can be depicted as two processes that proceed in parallel, with a first and second order of reaction in amine. The ratio between the reaction routes depends on the temperature.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2828–2829, December, 1977.     

Reaction of 1,4-dibromo-1,2-butadiene with primary amines

Conclusions Starting with 1,4-dibromo-1,2-butadiene we synthesized bis(1-bromo-1,2-butadienyl)-N-(-hydroxyethyl)amine, which was reacted with primary amines to give 2,6-diethynyl-1-N-alkyl-4-N-(-hydroxyethyl)piperazines.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2579–2582, November, 1975.     

Reaction of ethyl acetoacetate with formaldehyde and primary amines

The condensation of ethyl acetoacetate with formaldehyde and primary amines in methanol at 65°C (Mannich reaction) gave up to 92% of hexahydropyrimidine derivatives containing ester and acetyl groups. Analogous reaction with aminopyridines stopped at the stage of formation of linear condensation products.     

Reaction of 3,3,4,4-tetracyanopyrrolidines with primary alcohols and amines

2,5-Substituted 3,3,4,4-tetracyanopyrrolidines react with primary alcohols in the presence of an excess of a base or with the base itself. 2-(N-Arylideneamino)-5-alkoxy-3,4-dicyanopyrroles are formed as a result of the reactions with alcohols, and 2,5-diamino-1-R-3,4-dicyanopyrroles are formed as the result of the reaction with primary aliphatic amines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1502–1507, November, 1991.     

Spectrophotometric determination of aliphatic primary and secondary amines by reaction with p-benzoquinone

A simple, sensitive and selective spectrophotometric method has been developed for determination of aliphatic primary and secondary amines. It is based on a reaction with excess of p-benzoquinone in ethanol whereby 1:1 (amine:quinone) coloured products are obtained, which have maximum absorption at 510 nm and E(1cm)(1%) in the range 400-650. The effect of solvent, temperature, concentration of quinone and the presence of water have been kinetically investigated by the initial rate method. The conditions for monitoring amine concentrations as low as 0.1 microg/ml are optimized in the light of the kinetic data. Results with an average recovery of 98.5% and mean standard deviation of 1.9% are obtained with 9 different amines without interference from tertiary amines, ammonia, amides, imides, anilides, hydrazines and alpha-amino-acids.     

N-arylation of primary and secondary aliphatic amines on solid supports

A general and mild method for the N-arylation of primary and secondary aliphatic amines is reported. Copper acetate, triethylamine mediated C/N cross-coupling reaction of arylboronic acids at room temperature to solid-supported primary and secondary amines gave good to excellent yields of the desired N-arylated products.     

Preparation of primary aliphatic and alicyclic amines from thiophene derivatives

Summary A new method was developed for the preparation of primary aliphatic and alicyclic amines by the reductive desulfurization of oximes and amines containing a thiophene nucleus with the aid of Raney nickel.     

Photorelease of primary aliphatic and aromatic amines by visible-light-induced electron transfer

Visible-light-absorbing tris(bipyridyl)ruthenium(II) has been used to mediate electron transfer to N-methylpicolinium carbamates that undergo C-O bond fragmentation followed by spontaneous carbon dioxide release to give free amines. Release of several aliphatic and aromatic primary amines has been demonstrated under mild conditions using visible light.     

The reaction of pentachloropyridine with aliphatic amines

The reaction of pentachloropyridine with aliphatic amines has given a series of 2-alkylaminotetrachloropyr idines.Translated from Khimiya Geterotsiklicheskikh Soedinenii, Vol. 6, No. 7,pp. 959–962, July, 1970.