7014-14-4Relevant articles and documents
Access to azolopyrimidine-6,7-diamines as a valuable “building-blocks” to develop new fused heteroaromatic systems
Gazizov, Denis A.,Fedotov, Victor V.,Chistyakov, Konstantin A.,Gorbunov, Evgeny B.,Rusinov, Gennady L.,Charushin, Valery N.
, (2021/06/07)
A simple and convenient approach for the synthesis of new azolopyrimidine-6,7-diamines has been developed by the method of reductive cleavage of azo-group in series 6-[2-(4-methylphenyl)diazenyl]azolo[1,5-a]pyrimidine-7-amines, which was obtained by the interaction of aminoazoles with [2-(4-methylphenyl)hydrazinylidene]-3-oxo-propionitrile. The proposed approach allows to use a wide range of aminoazoles as a starting reagent and it also distinguishes itself by the simplicity of isolation and purification of products. The synthetic potential of presented diamines was demonstrated by the reaction of obtaining azolo[a]annulated pteridines.
Synthesis and spectral properties of symmetrical and asymmetrical 3-Cyano-1,5-diarylformazan dyestuffs for dyeing polyester fabrics
Khattab, Tawfik A.,Haggag, Karima M.
, p. 33 - 40 (2018/05/28)
IN THIS study, we report on a general synthetic approach to both symmetrical and asymmetrical 3-cyano-1,5-diarylformazan dyes. The reaction of enaminonitrile with aromatic diazonium salts in slightly acidic medium affords arylhydrazonals as stable intermediate that are readily converted into asymmetrical formazans via second azo-coupling in a weak alkaline medium. Symmetrical formazan dyestuffs are synthesized directly via double azo-coupling of the key intermediate 3-piperidinylacrylonitrile with the corresponding diazonium salts in weak alkaline medium using sodium acetate as a weak base. The structures of the prepared dyestuffs and intermediates are demonstrated by elemental analysis (C, H, N),1H and13C NMR, FTIR and GC-MS spectroscopic techniques. The prepared formazan disperse colorants are applied to dye polyester fabric to give satisfactory fastness properties to wash, perspiration, rubbing and light.
Reactions of Methylenedisulfonyldi(acetic acid) Derivatives with Arenediazonium Salts and Aromatic Aldehydes
Bazavova, I. M.,Esipenko, A. N.,Neplyuev, V. M.,Lozinskii, M. O.
, p. 520 - 524 (2007/10/03)
Reactions of methylenedisulfonyldiacetonitrile with arenediazonium salts in weakly alkaline medium yield mixtures of 1,5-bis(arylhydrazono)-1,5-dicyano-2,4-dithiapentane 2,2,4,4-tetraoxides and 1,5-diaryl-3-cyanoformazans.Under the same conditions, dimethyl methylenedisulfonyldiacetate yields mainly 1,5-bis(arylhydrazono)-1,5-bis(methoxycarbonyl)-2,4-dithiapentane 2,2,4,4-tetraoxides, whereas methylenedisulfonyldiacetamide reacts with elimination of the carbamoyl groups to give 1,1',5,5'-tetraaryl-3,3'-methylenedisulfonyldiformazans.Methylenedisulfonyldiacetonitrile reacts with aromatic aldehydes with formation of 1,7-diaryl-2,6-dicyano-3,5-dithia-1,6-heptadiene 3,3,5,5-tetraoxides.