New 1,2,3‐triazolo[4,5‐ e ]1,2,4‐triazolo[4,3‐ c ]pyrimidine derivatives II | Zendy

Biagi Giuliana | Zendy; Giorgi Irene | Zendy; Livi Oreste | Zendy; Pacchini Federica | Zendy; Scartoni Valerio | Zendy

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New 1,2,3‐triazolo[4,5‐ e ]1,2,4‐triazolo[4,3‐ c ]pyrimidine derivatives II

Author(s) -

Biagi Giuliana,

Giorgi Irene,

Livi Oreste,

Pacchini Federica,

Scartoni Valerio

Publication year - 2002

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570390505

Subject(s) - chemistry , pyrimidine , tricyclic , nucleophile , intramolecular force , stereochemistry , medicinal chemistry , d 1 , organic chemistry , catalysis , biochemistry , receptor

The 7‐chloro‐3‐(2‐chlorobenzyl)‐ and 7‐chloro‐3‐(2‐fluorobenzyl)‐1,2,3‐triazolo[4,5‐ d ]pyrimidines ( 1 and 4 ), by nucleophilic replacement with some hydrazides, gave the corresponding 7‐hydrazidoderivatives ( 2a‐e and 5a‐e ). These, by heating in Dowtherm, underwent an intramolecular cyclization to form the new tricyclic 7‐substituted‐3‐(2‐chlorobenzyl)‐ and 3‐(2‐fluorobenzyl)‐1,2,3‐triazolo[4,5‐ e ]1,2,4‐triazolo[4,3‐ c ]pyrimidines ( 3a‐d and 6a‐d ). The 7‐hydrazino‐3‐(2‐chlorobenzyl)‐ and 7‐hydrazino‐3‐(2‐fluorobenzyl)‐triazolo‐pyrimidines ( 9a and 9b ) were also prepared via the corresponding mercapto ( 7a and 7b ) and thiomethyl ( 8a and 8b ) derivatives.

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