cas 6844-58-2, 1H-Pyrazole-4-carbonitrile, 3,5-diamino- | Articles data ｜lookchem

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6844-58-2

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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.
Ioannidou, Heraklidia A.,Koutentis, Panayiotis A.
experimental part
p. 7023 - 7037
(2009/12/06)

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
Ried, W.,Aboul-Fetouh, S.
p. 7155 - 7162
(2007/10/02)

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.
-
(2008/06/13)

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Chemical Properties

Boiling Point: 624.47 ºC at 760 mmHg
Flash Point:331.468 ºC
Density: 1.553
Storage Temp.:Keep in dark place,Inert atmosphere,Room temperature
Vapor Pressure: 0mmHg at 25°C
Refractive Index: 1.689
PSA: 104.51000
LogP: 0.60818

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