Synthesis of 5-Substituted 3-Amino-1H-Pyrazole-4-Carbonitriles as Precursors for Microwave Assisted Regiospecific Syntheses of Pyrazolo[1,5-a]Pyrimidines
نویسندگان
چکیده
منابع مشابه
Synthesis of 5-substituted 3-amino-1H-pyrazole-4-carbonitriles as precursors for microwave assisted regiospecific syntheses of pyrazolo[1,5-a]pyrimidines.
A simple route to 3-oxoalkanonitrile 5, aprecursor of the title compounds is described. Reaction of enaminones 2 with hydroxylamine hydrochloride in ethanol yielded aldoximes 3 that were converted readily into 5 in basic medium. This method has been successfully applied with a number of substrates and resulted in excellent yields of the products. Reacting 5 with trichloroacetonitrile afforded 3...
متن کاملSynthesis and potential biological activity of some novel 3-[(N-substituted indol-3-yl)methyleneamino]-6-amino-4-aryl-pyrano(2,3-c)pyrazole-5-carbonitriles and 3,6-diamino-4-(N-substituted indol-3-yl)pyrano(2,3-c)pyrazole-5-carbonitriles.
Starting from N-substituted indole-3-carboxaldehydes (1a-g) a series of new 3-[(N-substituted indol-3-yl)methyleneamino]-6-amino-4-aryl-pyrano(2,3-c)pyrazole-5-carbonitriles (3a-g and 4a-g) have been synthesized via the acid catalyzed condensation reaction of 1a-g with 3-amino-5-pyrazolone, followed by the reaction with arylidene malononitriles. A series of new 3,6-diamino-4-(N-substituted indo...
متن کاملMicrowave assisted synthesis of [4, 5-e] [1, 3, 4]thia- diazin-7-yl] hydrazine Derivatives
New pyrimido [4, 5-e] [1, 3, 4]thia- diazin-7-yl] hydrazines were synthesized via the cyclocondensation of alkyl-2-phenylhydrazinecarbodithioates as a binucleophile with 5-bromo-2,4-dichloro-6-methylpyrimidine as a bielectrophile , and replacement of C-7 chloro atom by hydrazine in ethanol as the solvent . This method has advantages over methods currently described in the literature for the con...
متن کامل5-Amino-3-anilino-1H-pyrazole-4-carbonitrile
In the title compound, C(10)H(9)N(5), the phenyl ring is twisted with respect to the pyrazole ring, forming a dihedral angle of 24.00 (6)°. In the crystal, mol-ecules are linked by N-H⋯N hydrogen bonds into chains running parallel to [010] containing alternating R(2) (2)(6) and R(2) (2)(12) rings. Further inter-actions are found in the crystal, viz. N-H⋯π(phen-yl) inter-actions and weak face-to...
متن کامل5-Amino-1-(4-nitrophenyl)-1H-pyrazole-3-carbonitrile
The title compound, C(10)H(7)N(5)O(2), was synthesized by the reaction of 4-nitro-aniline and 2,3-dicyano-propionic acid ethyl ester. In the crystal, N-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules, forming a three-dimensional network.
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ژورنال
عنوان ژورنال: Molecules
سال: 2008
ISSN: 1420-3049
DOI: 10.3390/molecules14010078