Darstellung von 3-Amino-4-nitro-5-methylisoxazol aus 3-Amino-5-methylisoxazol

Zusammenfassung 3-Amino-5-methylisoxazol wird mit Bernsteinsäureanhydrid in 3-Succinimido-5-methylisoxazol übergeführt, welches sich mit Oleum und rauch. HNO₃ nitrieren läßt. Die Abnahme der Schutzgruppe zu 3-Amino-4-nitro-5-methylisoxazol erfolgt mit alkohol. HCl.

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Preparation of 3-amino-4-nitro-5-methylisoxazole from 3-amino-5-methylisoxazole

3-Amino-5-methylisoxazole is converted to 3-succinimido-5-methylisoxazole with succinic anhydride. The product can be nitrated with oleum and fuming HNO₃. Removal of the protective group yielding 3-amino-4-nitro-5-methylisoxazole is effected with alcoholic HCl.

     

5-Amino-4-Cyano-1-(Hetero)Arylimidazoles

5-Amino-4-cyano-1-(hetero)arylimidazoles 1 are prepared by reaction of N-(hetero)arylformimidoethylesters 2 with 2-aminomalodinitrile in acetic acid.     

Cyclizations of N-(1-Chloro-2,2,2-trihaloethylidene)-O-methylurethanes with 5-Amino-3-methylisoxazole and 3-Amino-5-methylisoxazole

N-(1-Chloro-2,2,2-trihaloethylidene)-O-methylurethanes undergo cyclization with 5-amino-3-methylisoxazole and 3-amino-5-methylisoxazole to give respectively 6-trihalomethylisoxazolo[5,4-d]pyrimidin-4(5H)-ones and 2-trihalomethyl-4H-isoxazolo[2,3-a]-1,3,5-triazin-4-ones.     

3-Amino-4-aryl-1(2H)-isoquinolones

3-Amino-4-aryl-1(2H)-isoquinolones have been synthesized by treating 2-halobenzamides with arylacetonitriles. The angle of rotation of the 4-phenyl grop has been determined.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 378–380, March, 1991.     

Synthesis of 4-Amino-6-phenyl-3-thioxo-2,3-dihydro-1,2,4-triazine-5(4H)-one

Russian Journal of General Chemistry -     

Reaction of 5-Amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile with Hydroxycyclohexanones

Russian Journal of General Chemistry - The reaction of 5-amino-3-(cyanomethyl)-1H-pyrazole-4-carbonitrile with 3-aryl-5-hydroxy-5- methyl-2,4-di(ethoxycarbonyl)cyclohexanones in acetic acid...     

Crystal Structure of 3, 4-trans-4, 5-trans-2-Amino-3-cyano-1, 3-diethyloxy carbonyl- 4, 5-di (4-chlorophenyl)cyclopentene

1INTRoDUCT1oNThechemistriesofsamariumdiiodideandlow-valenttitaniumareofcurrentin--.terestinorganicSynthesis.Theyhavebeenwidelyusedinsyntheticreactions(l.2i.Thereactivityofthereagentstowardsvariousnitrogen-containingcomPOundshasal-readybeenexamined.Thereare,toourknowledge,noliteratureexamplesforthereductionofafylidenecyanoacetatederivativeswiththesereagents.Recently,wefoundthatthetitlecompoundisobtainedbycyclodimerizationreactionofpchlorObenzylidenecyanoacetatewithsamariumdiiodideorlow-va…     

Preparation of (RS)-5-Amino-3-carboxypentanoic Acid (1)

(RS)-5-Amino-3-carboxypentanoic acid (1) was prepared by a Wittig reaction of N-benzoylglycinal (3) with the phosphorane (4), followed by catalytic hydrogenation and acid hydrolysis.     

5-Amino-3,3-bis(trifluomethyl)-1-phenyl-4-cyano-4-pyrazoline

Conclusions The reaction of phenylhydrazine with 1,1-dicyano-2,2-bis(trifluoromethyl)ethylene leads to 5-amino-3,3-bis(trifluoromethyl)-1-phenyl-4-cyano-4-pyrazoline, whose structure was proven by x-ray diffraction analysis.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2417–2419, October, 1988.     

Bis-arylsulfonamide Derivatives of 2-Amino-5(6)-(4-aminophenylthio)benzimidazole

Three different procedures have been developed for the preparation of bis-arylsulfonamide derivatives of 2-amino-5(6)-(4-aminophenylthio)benzimidazole, and biological activity of the products have been studied.     

5-Amino-4,5-dihydroisoxazoles. Part I. 5-Amino-3-aryl-4-methylene-4,5-dihydroisoxazoles and 4-aminomethyl-3-arylisoxazoles from 5-amino-4-aminomethyl-3-aryl-4,5-dihydroisoxazoles

5-Amino-4-aminomethyl-3-aryl-4,5-dihydroisoxazoles 2 were obtained by cycloaddition of nitrile oxides to 1,3-diaminopropenes 1. On reaction with methyl iodide the corresponding 4-(quaternary)-ammoniomethyl iodides 3 were formed. These compounds, on reaction with bases, afforded 5-amino-3-aryl-4-methylene-4,5-dihydroisoxazoles 4. The acid-catalyzed deamination of compounds 2 afforded 4-aminomethyl-3-arylisoxa-zoles 5 and 3-arylisoxazoles as retro-Mannich products. The deamination of 2 to yield 5 was also obtained by base catalysis.     

Tbiophosphoryl-3(5)-Amino-4-Cyano(Ethoxycarbon Yl)Pyrazoles: Synthesis,Structure and Phosphorotropic Equilibrium

Abstract

Methods of the synthesis of thiophosphorylated 3(5)-amino-4-cyano(ethoxycarbonyl)pyrazoles have been developed as a continuation of the work on phosphorylated aminoheterocy-cles. Two substitution products at the intracyclic N atom of the heterocycles, 3-amino-1-thiophosphorylpyrazoles (I) and 5-a1nino-l-thiophosphorylpyrazoles (II), are formed in the interaction of phosphoro- or phosphonothiochloridates with heterocycles; the yields of the products II are insignificant.     

4-Amino-3-（p-chlorophenyl）-5-（p-methoxybenzyl）-4H-1,2,4-triazole：X-ray and DFT-calculated Structures

The title compound, 4-amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2,4- triazole I , C16H15ClN4O), has been determined using X-ray diffraction techniques and the molecular structure has also been optimized at the B3LYP/6-31 G(d, p) level using density functional theory (DFT). The triazole ring exhibits dihedral angles of 41.61(15)o and 80.73(11)o with the phenyl rings. The molecules are linked principally by N–H…N hydrogen bonds involving the amino NH2 group and a triazole N atom, forming C(5) chains which are further linked to give a two-dimensional network of molecules. The N–H…N hydrogen bonding is supported by C–H…N hydrogen bond and C–H…π interaction. Intermolecular N–H…N and C–H…N hydrogen bonds produce R22(9), R44(10) and R44(20) rings.     

4-Amino-2,6-dimethyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine palladium(II) complexes

Summary The reaction of [PdCl₂(PhCN)₂] with 4-amino-2,6-dimethyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine (L) yields [{PdClL(-Cl)}₂]·2H₂O and [PdCl₂L₂]·4H₂O complexes, which react with KBr in Me₂Co to give the corresponding bromo-complexes [{PdBrL(-Br)}₂] and [PdBr₂L₂]. When the chloro-complexes are treated with AgClO₄ in EtOH, [Pd(H₂O)₂L](ClO₄)₂ and [Pd(H₂O)₂L₂](ClO₄)₂ are formed. I.r., visible, and¹H-n.m.r. spectra have been recorded and facilitate assignments.     

Darstellung von 2-substituierten 3-Amino-6,7-methylendioxychinazolonen-(4)

Zusammenfassung 6-Amino-3,4-methylendioxybenzoesäure-methylester wird mit aliphatischen, aromatischen und heterocyclischen Säurechloriden umgesetzt; die entstehenden Acylaminoverbindungen werden durch Behandeln mit Hydrazinhydrat in die entsprechenden Aminochinazolone übergeführt.