Selektive Acylierungen von 3(5)-Alkyl-5(3)-amino-1H-pyrazolen und eine neue Pyrazolo[5,1-c]-1,2,4-triazol-Synthese

Autor:	G. Lutze, Burkhard Schulz, M. Ramm, Erich Dr Wolff, Klaus Kirschke
Rok vydání:	1994
Předmět:	Acylation chemistry.chemical_classification chemistry.chemical_compound Nitrile Group (periodic table) Acetylation Chemistry Stereochemistry Organic Chemistry Physical and Theoretical Chemistry Alkyl
Zdroj:	Liebigs Annalen der Chemie. 1994:1037-1042
ISSN:	1099-0690 0170-2041
Popis:	Selective Acylations of 3(5)-Alkyl-5(3)-amino-1H-pyrazoles and a New Pyrazolo[5,1-c]-1,2,4-triazole Synthesis (Z)-5-Amino-1-[1-(hydroximino)alkyl]-1H-pyrazoles 3 have been synthesized by acylation of 3(5)-alkyl-5(3)-amino-1H-pyrazoles 1 with nitrile oxides. The tosylation of the hydroxyimino group of 3 to (Z)-5-amino-1-[1-(p-tosyloximino)alkyl]-1H-pyrazoles 4 and the subsequent acetylation of the 5-amino group give (E)- and (Z)-5-acetamido-1-[1-(p-tosyloximino)alkyl]-1H-pyrazoles 5, which undergo cyclization under basic conditions to pyrazolo[5,1-c]-1,2,4-triazoles 6, 7 or 8.
Databáze:	OpenAIRE
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