𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Quinolone analogues 9. Synthesis of 7-methylsulfanyl- and 7-methanesulfonylpyridazino[3,4-b]quinoxalin-4(1H)-ones

✍ Scribed by Yoshihisa Kurasawa; Masami Nakamura; Hiroaki Ashida; Mitsunori Masuda; Eisuke Kaji; Yoshihisa Okamoto; Ho Sik Kim

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
413 KB
Volume
44
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

The reaction of 7‐chloro‐1‐methylpyridazino[3,4‐b]quinoxalin‐4(1__H__)‐ones 3a‐5a with sodium methylthiolate gave 1‐methyl‐7‐methylsulfanylpyridazino[3,4‐b]quinoxalin‐4(1__H__)‐ones 8a‐c, whose reaction with m‐chloroperbenzoic acid afforded the 7‐methanesulfonyl‐1‐methylpyridazino[3,4‐b]‐quinoxalin‐4(1__H__)‐ones 9a‐c, respectively. The above substituent change at the 7‐position resulted in the activity alteration to microorganisms.

📜 SIMILAR VOLUMES

Quinolone analogues 7 [1-6]. Synthesis o
Quinolone analogues 7 [1-6]. Synthesis of 3-Heteroaryl-1-methylpyridazino[3,4-b]quinoxalin-4(1H)-ones
✍ Yoshihisa Kurasawa; Eisuke Kaji; Yoshihisa Okamoto; Ho Sik Kim 📂 Article 📅 2005 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 196 KB

The 3-heteroaryl-1-methylpyridazino [3,4-b]quinoxalin-4(1H)-ones 6a-e were synthesized by the oxidative-hydrolytic ring transformation of the 3-heteroaryl-1,2-diazepino[3,4-b]]quinoxaline-5-carbonitriles 9a-c, which were obtained by the 1,3-dipolar cycloaddition reaction of the 2-(2-heteroarylmethyl

Quinolone analogues 6 [1-5]. Synthesis o
Quinolone analogues 6 [1-5]. Synthesis of 3-halogeno-1-methylpyridazino[3,4-b]quinoxalin-4(1H)-ones
✍ Yoshihisa Kurasawa; Waka Satoh; Izumi Matsuzaki; Yuka Maesaki; Yoshihisa Okamoto 📂 Article 📅 2003 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 126 KB

## Abstract The reaction of the quinoxaline __N__‐oxides **7a,b** with diethyl ethoxymethylenemalonate gave the 1‐methylpyridazino[3,4‐__b__]quinoxaline‐4,4‐dicarboxylates **8a,b**, whose reaction with __N__‐bromosuccinimide or __N__‐chlorosuccinimide afforded the 3‐halogeno‐1‐methylpyridazino[3,4‐