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Quinolone analogues 8 [1‐6]. Synthesis of 3‐aminopyridazino‐[3,4‐ b ]quinoxalin‐4(l H )‐one
Author(s) -
Kurasawa Yoshihisa,
Kawase Ayaka,
Takizawa Jun,
Maesaki Yuka,
Kaji Eisuke,
Okamoto Yoshihisa,
Kim Ho Sik
Publication year - 2005
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.5570420412
Subject(s) - chemistry , quinoxaline , stereochemistry , medicinal chemistry , organic chemistry
The 3‐amino‐1‐methylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐one 6 and N ‐(1,4‐dihydro‐1‐methyl‐4‐oxopyridazino[3,4‐ b ]quinoxalin‐3‐yl)carbamates 17a,b were synthesized from the 1,4‐dihydro‐1‐methyl‐4‐oxopyridazino[3,4‐ b ]quinoxa‐line‐3‐carboxylate 1b via the 1,5‐dihydro‐4‐hydroxy‐1‐methylpyridazino[3,4‐ b ]quinoxaline‐3‐carbohydrazide 13b and then 1,4‐dihydro‐1‐methyl‐4‐oxopyridazino[3,4‐ b ]quinoxaline‐3‐carboxazide 8 . Heating of compound 13b and arylalde‐hydes afforded the 1,4‐dihydro‐1‐methyl‐4‐oxopyridazino[3,4‐ b ]quinoxaline‐3‐carbo(2‐arylmethylene)hydrazides 14a‐d.