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Reaction of 4‐chloro‐3‐nitrocoumarin with glycine and alanine, and the synthesis of 1‐benzopyrano[3,2‐c]pyrimidine‐3,5‐dione
Author(s) -
Stunić Z.,
Trkovnik M.,
Laćan M.,
Janković R.
Publication year - 1981
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.5570180314
Subject(s) - chemistry , glycine , pyrimidine , alanine , ring (chemistry) , halogen , nitro , medicinal chemistry , electrochemistry , stereochemistry , amino acid , organic chemistry , biochemistry , alkyl , electrode
A considerable improvement of the yields obtained in substitution of halogens in 4‐chloro‐3‐nitrocoumarin by amino acid or amino acid ester residues was achieved over literature claims. Electrochemical reduction of the nitro group in these products brought about a ring closure leading to benzopyranopyrimidinones, which are obtained in excellent yields.