6844-58-2

Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrazole-4-carbonitrile, 3,5-diaminois used as a key intermediate in the synthesis of pharmaceuticals for its ability to form a wide range of biologically active molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 1H-Pyrazole-4-carbonitrile, 3,5-diaminois utilized as a building block for the preparation of agrochemicals, such as pesticides and herbicides. Its reactivity and functional groups enable the creation of compounds with effective pest control properties.
Used in Dye Industry:
1H-Pyrazole-4-carbonitrile, 3,5-diaminois employed as a starting material in the production of dyes due to its ability to form colored compounds. These dyes find applications in various industries, including textiles, plastics, and printing inks.
Used as a Corrosion Inhibitor:
1H-Pyrazole-4-carbonitrile, 3,5-diaminohas shown potential as a corrosion inhibitor, making it useful in protecting metal surfaces from corrosion in various industrial applications, such as in the oil and gas industry.
Used in Antimicrobial Applications:
1H-Pyrazole-4-carbonitrile, 3,5-diaminohas been studied for its antimicrobial properties, making it a potential candidate for use in the development of antimicrobial agents to combat bacterial infections.
Used in Antitumor Applications:
1H-Pyrazole-4-carbonitrile, 3,5-diaminohas demonstrated antitumor properties, indicating its potential use in the development of anticancer drugs to treat various types of cancer.

InChI:InChI=1/C4H5N5/c5-1-2-3(6)8-9-4(2)7/h(H5,6,7,8,9)

Upstream product

• 6825-53-2 (ethoxy-amino-methylene)-malononitrile 
• 18071-20-0 2-amino-1,1-dicyano-2-methylthioethylene 
• 7732-18-5 water 
• 302-01-2 hydrazine 
• 3889-68-7 5-amino-3-chloroisothiazole-4-carbonitrile 
• 3866-31-7 3-chloro-5-hydrazinylisothiazole-4-carbonitrile 

Downstream Products

• 121361-34-0 2,7-diamino-5-(4-chlorophenyl)-4,5-dihydro-pyrazolo<1,5-a>pyrimidine-3,6-dicarbonitrile 
• 121361-35-1 2,7-diamino-5-(2,6-dichlorophenyl)-4,5-dihydro-pyrazolo<1,5-a>pyrimidine-3,6-dicarbonitrile 
• 121361-20-4 4,7-diamino-2-methylmercapto-pyrazolo<1,5-a>1,3,5-triazine-8-carbonitrile 
• 1201090-75-6 (2R,4aR,6S,12bS)-9-amino-4a,12b-dihydro-6-methoxy-2-phenyl-4H,6H-[1,3]dioxino[4'5':5,6]pyrano[3,4-d]pyrazolo[1,5-a]pyrimidine-8-carbonitrile 
• 65889-61-4 3,5-diamino-1-methyl-1H-pyrazolo-4-carbonitrile 

Relevant academic research and scientific papers

The conversion of isothiazoles into pyrazoles using hydrazine

The conversion of isothiazoles into pyrazoles on treatment with hydrazine is investigated. The influence of various C-3, C-4 and C-5 isothiazole substituents and some limitations of this ring transformation are examined. When the isothiazole C-3 substituent is a good nucleofuge, 3-aminopyrazoles are obtained. However, when the 3-substituent is not a leaving group it is retained in the pyrazole product. Treatment of 4-bromo-3-chloro-5-phenylisothiazole 56 or 3-chloro-4,5-diphenylisothiazole 57 with anhydrous hydrazine at ca. 200 °C for a few minutes gives the corresponding 3-hydrazinoisothiazoles 61 and 64 respectively in high yields; the stability of these new hydrazines is investigated. 5,5′-Diphenyl-3,3′-biisothiazole-4,4′-dicarbonitrile 78 reacts with hydrazine to give 5,5′-diphenyl-3,3′-bi(1H-pyrazole)-4,4′-dicarbonitrile 79. Methylhydrazine reacts with 3-chloro-5-phenylisothiazole-4-carbonitrile 1 to give 3-(1-methylhydrazino)-5-phenylisothiazole-4-carbonitrile 83 and 3-amino-1-methyl-5-phenylpyrazole-4-carbonitrile 84. All products are fully characterised and rational mechanisms for the isothiazole into pyrazole transformation are proposed.

SYNTHESIS OF NEW SUBSTITUTED PYRAZOLOPYRIMIDINES AND PYRAZOLO1,3,5-TRIAZINES

5-Substituted 3-amino-1H-pyrazole-4-carbonitriles 2a-d react with appropriate biselectrophilic reagents in the presence of (TEA) to give the substitution products pyrazolopyrimidines 4a-d, 6a-d and pyrazolo1,3,5-triazines 8a-d.Compounds 6a a

Substituted pyrazolopyrimidine compounds

There are provided, as novel herbicides, the substituted pyrazolopyrimidines of the formula: STR1 where A represents -CO-NR6 - or -C(OR7)=N-, and R1, R2, R3, R4, R6 and R7 are substituent groups as defined in the specification, and the salts and acid addition salts thereof. Processes for their preparation are provided, as also are herbicidal compositions containing them and methods of combating weeds in which they are used.