Synthesis of New Pyrimido[4,5‐e][1,2,4]triazolo[3,4‐b][1,3,4]thiadiazine Derivatives via S/N  Smiles Rearrangement | Zendy

Ebrahimpour Zahra | Zendy; Shiri Ali | Zendy; Bakavoli Mehdi | Zendy; Seyedi Seyed Mohammad | Zendy; Asghari Tayebe | Zendy; Mague Joel | Zendy

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Synthesis of New Pyrimido[4,5‐e][1,2,4]triazolo[3,4‐b][1,3,4]thiadiazine Derivatives via S/N Smiles Rearrangement

Author(s) -

Ebrahimpour Zahra,

Shiri Ali,

Bakavoli Mehdi,

Seyedi Seyed Mohammad,

Asghari Tayebe,

Mague Joel

Publication year - 2017

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.2572

Subject(s) - chemistry , smiles rearrangement , condensation , condensation reaction , stereochemistry , d 1 , medicinal chemistry , organic chemistry , catalysis , biochemistry , physics , receptor , thermodynamics

Several new pyrimido[4,5‐ e ][1,2,4]triazolo[3,4‐ b ][1,3,4]thiadiazine derivatives ( 5a , 5b , 5c , 5d , 5e , 5f , 5g ) were synthesized through the condensation reaction of 5‐bromo‐4,6‐dichloropyrimidine ( 1 ) and 4‐amino‐5‐methyl‐4H‐1,2,4‐triazole‐3‐thiol ( 2 ). The single crystal X‐ray data of one of the derivatives confirmed the occurrence of the S/N type Smiles rearrangement during the course of the reaction.

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