64829-09-0

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Amino-6-chloro-3,5-dicyano-4-methylpyridine is utilized as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be a key component in the development of new drugs and pesticides, contributing to advancements in healthcare and agriculture.
Used in Antifungal and Antibacterial Applications:
2-Amino-6-chloro-3,5-dicyano-4-methylpyridine has been studied for its potential antifungal and antibacterial properties. 2-Amino-6-chloro-3,5-dicyano-4-methylpyridine is used as an active ingredient in antimicrobial formulations for controlling the growth of harmful microorganisms, thereby playing a role in infection prevention and treatment.
Used in Dye and Pigment Production:
2-Amino-6-chloro-3,5-dicyano-4-methylpyridine is employed in the production of dyes and pigments. Its chemical properties make it suitable for creating a wide range of colors used in various industries, including textiles, plastics, and printing inks.
Used in Organic Reactions:
In the field of organic chemistry, 2-Amino-6-chloro-3,5-dicyano-4-methylpyridine serves as a key reactant in certain reactions. Its reactivity and functional groups enable it to participate in various chemical processes, facilitating the synthesis of complex organic molecules for research and industrial purposes.

InChI:InChI=1/C8H5ClN4/c1-4-5(2-10)7(9)13-8(12)6(4)3-11/h1H3,(H2,12,13)/p+1

Upstream product

• 86694-64-6 N,N,N,N'-Tetramethylacetimidinium salt of 1,1,3,3-tetracyano-2-methyl-1-propene 
• 75-07-0 acetaldehyde 
• 109-77-3 malononitrile 
• 78-39-7 Triethyl orthoacetate 
• 84655-58-3 4-chloro-2,7-dimethyl-5,7-diaza-1,3,5-octatriene-1,1,3-tricarbonitrile 

Downstream Products

• 101375-08-0 N-<4-<<(2,4-diamino-5-methylpyrido<2,3-d>pyrimidin-6-yl)methyl>amino>benzoyl>-L-glutamic acid diethyl ester 
• 101348-20-3 N-pyrimidin-6-yl)methyl>amino>benzoyl>-L-glutamic acid 
• 101348-00-9 N-pyrimidin-6-yl)methyl>amino>benzoyl>-L-glutamic acid 
• 101810-81-5 5,10-dimethyl-5-deazafolic acid 
• 101810-79-1 5-methyl-5-deazamethotrexate 

Relevant academic research and scientific papers

Tetrachlorosilane and zinc chloride as a binary reagent for the preparation of 2-amino-6-chloropyridine-3,5-dicarbonitrile derivatives

[Figure not available: see fulltext.] A green one-pot method for efficient synthesis of 2-amino-6-chloropyridine-3,5-dicarbonitrile derivatives was developed, based on stirring of various aldehydes and malononitrile with tetrachlorosilane and zinc chloride under solvent-free conditions at room temperature for 3–10 h. The effects of zinc chloride and the reaction conditions were studied. Compounds were characterized by X-ray analysis and NMR spectroscopy.

Design, synthesis, computational prediction, and biological evaluation of ester soft drugs as inhibitors of dihydrofolate reductase from pneumocystis carinii

A series of lipophilic soft drugs structurally related to the nonclassical dihydrofolate reductase (DHFR) inhibitors trimetrexate and piritrexim have been designed, synthesized, and evaluated in DHFR assays, with special emphasis on the inhibition of P. c

5-methyl-5-deaza analogues of methotrexate and N10 -ethylaminopterin

It is disclosed that 5-methyl-5-deazamethotrexate and 5-methyl-5-deaza-10-ethylaminopterin are more than 10 times as potent as 5-deazamethotrexate in the L1210 cell growth inhibition test.

Syntheses and Antifolate Activity of 5-Methyl-5-deaza Analogues of Aminopterin, Methotrexate, Folic Acid, and N10-Methylfolic Acid

Evidence indicating that modifications at the 5- and 10-positions of classical folic acid antimetabolites lead to compounds with favorable differential membrane transport in tumor vs. normal proliferative tissue prompted an investigation of 5-alkyl-5-deaz

REACTION OF DIMETHYLFORMAMIDE AND DIMETHYLACETAMIDE DIETHYL ACETALS WITH MALONONITRILE

In the reaction of N,N-dimethylacetamide diethyl acetal with malononitrile the dimethylammonium salt (or the N, N, N', N'-tetramethylacetamidinium salt with an excess of the acetal) of 2-methyl-1,1,3,3-propenetetracarbonitrile was obtained in addition to α-cyano-β-dimethylaminocrotononitrile.Its structure was proved by 1H and 13C NMR spectroscopy and mass spectrometry and also by its conversion into 2-chloro-4-methyl-3,5-dicyano-6-aminopyridine.The reaction of dimethylformamide diethyl acetal with malononitrile takes place similarly.

Syntheses with Nitriles. 62. 3,5-Dicyanopyridine Derivatives by Vilsmeier Formylation of Malononitrile and Tetracyanopropenides (2)

Reaction of malononitrile with dimethylformamide and phosphorus oxychloride gave (dimethylaminomethylene)malononitrile (1), 4-chloro-7-methyl-5,7-diaza-1,3,5-octatriene-1,1,3-tricarbonitrile (3a) and the pyridine 2.Compounds 3a and 3b as well as the triaza-derivative 3c may also be obtained by treatment of tetracyanopropenides 4a-c with dimethylformamide and phosphorus oxychloride.Ring closures were achieved by heating 3 under alkaline or acidic conditions.Substitution of chlorine in 3a with aromatic amines provided 1-aryl-1,2-dihydro-2-imino-3,5-pyridinedicarbonitriles 7.Hydrolysis of 7 gave the 2-oxo-derivatives 8.