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Triazoles. III . The alkylation of 3‐ R ′‐thio‐5‐amino‐1,2,4‐triazoles
Author(s) -
Reiter J.,
Somorai T.,
Dvortsák P.,
Bujtás Gy.
Publication year - 1985
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.5570220234
Subject(s) - chemistry , alkylation , yield (engineering) , alkyl , thio , derivative (finance) , halide , medicinal chemistry , sodium salt , ring (chemistry) , closure (psychology) , organic chemistry , catalysis , inorganic chemistry , market economy , materials science , economics , financial economics , metallurgy
The alkylation of 3‐ R ′‐thio‐5‐amino‐1 H ‐1,2,4‐triazoles 1 or their sodium salt with alkyl and aralkyl halides 2 , respectively, to yield all the four possible monoalkylated derivatives 3, 4, 5 and 6 was studied. The comparison of the spectral data of different type isomers 3, 4, 5 and 6 isolated and their Schiff bases 8, 9 and 10 , respectively, was unequivocal evidence in support of their structure which was then further supported by independent synthesis and ring closure reactions. According to an hplc study the main product of the alkylation is derivative 3 , the by‐product is derivative 4 , while derivatives 5 and 6 are formed only in insignificant amounts.