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Journal ArticleDOI

Heterocyclische o‐Amino‐phosphonester

O. Günther, +1 more
- 01 Jan 1975 - 
- Vol. 308, Iss: 9, pp 693-700
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TLDR
In this paper, the thioacyl-cyanomethane-diethylphosphonate thioenolethers with hydrazines leads to the o-amino-pyrazole-phosphonic esters 2 and 3, with hydroxylamine to the O-aminoisoxazolephosphoric esters 5 and with amidines to O-mino-pyrimidine-phophosphonic eters 6.
Abstract
Die Thioenolather 1 der Thioacyl-cyanmethanphosphonsaure-diathylester kondensieren mit Hydrazinen zu den o-Amino-pyrazol-phosphonestern 2 und 3, mit Hydroxylamin zu den o-Amino-isoxazol-phosphonestern 5 und mit Amidinen zu den o-Amino-pyrimidin-phosphonestern 6. Die Alkalisalze 7 der Thioacyl-cyanmethanphosphonsaure-diathylester cyclisieren mit α-Halogencarbonsaurederivaten zu den o-Amino-thiophen-phosphonestern 8 und mit Chloramin zu den o-Amino-isothiazol-phosphonestern 9. Heterocyclic o-Amino-phosphonic Esters. Condensation of the thioacyl-cyanomethane-diethylphosphonate thioenolethers 1 with hydrazines leads to the o-amino-pyrazole-phosphonic esters 2 and 3, with hydroxylamine to the o-aminoisoxazole-phosphonic esters 5 and with amidines to the o-amino-pyrimidine-phosphonic esters 6. The alkali salts 7 of the thioacyl-cyanomethane-diethylphosphonates cyclize with α-halogencarboxylic acid derivatives to yield the o-amino-thiophene-phosphonic esters 8 and with chloramine to form the o-amino-isothiazole-phosphonic esters 9.

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Citations
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Journal ArticleDOI

ACTION DES HYDRAZINES ET DE L'HYDROXYLAMINE SUR QUELQUES PHOSPHONATES β, β-BIFONCTIONNALISES: SYNTHESE DE PHOSPHONOAMINOPYRAZOLES ET ISOXAZOLES

TL;DR: In this paper, the reaction of hydrazines and hydroxylamine with β, β-bifunctionalized phosphonates 1 and 1′ leads to phosphoaminopyrazoles and isoxazoles 2 3, 4 and 5.
Journal ArticleDOI

Phospho-4-pyrazoles. synthese et etude spectrographique rmn 1h, 31p et 13c

TL;DR: In this article, the effects of substitution on the 13C chemical shifts of pyrazole ring were investigated and the magnitude of the coupling constant 1 J pc was in good agreement with the hybridization of the phosphorus atom.
Journal ArticleDOI

Regioselective synthesis of isoxazole and 1,2,4-oxadiazole-derived phosphonates via [3 + 2] cycloaddition.

TL;DR: The results of the study on reactions of halogenoximes bearing (protected) functional groups or fluorinated substituents with various phosphorus-containing dipolarophiles are described and the utility of the products obtained was demonstrated by the preparation of direct conformationally restricted analogues of phosphohistidine.
Journal ArticleDOI

Synthesis of methyl 3‐amino‐4‐aryl(or methyl)sulfonyl‐2‐thiophenecarboxylates from 3‐alkoxy‐2‐aryl(or methyl)‐sulfonylacrylonitriles

TL;DR: In this article, the synthesis of a series of methyl 3-amino-4-aryl(or methyl)sulfonylthiophene-2-carboxylates by reaction of 3-alkoxy 2-aryI with methyl thioglycolate in the presence of triethylamine is described.
References
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Journal ArticleDOI

3‐Amino‐4‐isothiazolcarbonitrile und Isothiazolo[3,4‐d]pyrimidine

K. Hartke, +1 more
- 01 Jan 1968 - 
TL;DR: Alkali salts of 2-substituted 2-mercapto-1-cyano-acrylonitriles 1 react with chloramine to 3-amino-4-isothiazolecarbonitrile 2 as discussed by the authors.
Journal ArticleDOI

Zur Synthese heterocyclischer Phosphonsäureester

TL;DR: On the Synthesis of Heterocyclic Phosphonic Acid Esters==================¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯¯ as discussed by the authors, the synthesis of heterocyclically phosphonic acid esters.