FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing alkyl 2-substituted 6H-benzothieno[2,3,4-ij]-2,7-naphthyridine-5-carboxylates of general formula 1 , where 1a Ar=Ph, R=H, R′=Et; 1b Ar=4-CH3O-C6H4, R=CH3, R'=Et; 1c Ar=4-CH3-C6H4, R=CH3, R'=Am; 1d Ar=4-CH3-C6H4, R=CH3O, R'=Et; 1e Ar=Ph, R=H, R'=Am, which can be used as potentially biologically active substances and semi-products for synthesis of novel heterocyclic systems. The method of producing alkyl 2-substituted 6H-benzothieno[2,3,4-ij]-2,7-naphthyridine-5-carboxylates of general formula I includes forming a heterocyclic system of 6H-benzothieno[2,3,4-ij]-2,7-naphthyridine as a result of thermal decomposition of the azido group of alkyl 3-azidothieno[2,3-b]pyridine-2-carboxylates and intramolecular cyclisation of the formed nitrene; the reaction is carried out while boiling said compounds in chlorobenzene for 30-60 minutes.
EFFECT: high output.
3 tbl, 6 ex
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Authors
Dates
2015-11-10—Published
2014-12-10—Filed