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A selective synthesis of 2-arylamino-4H-1,3,4-thiadiazino[5,6-b]-quinoxalines and mesoionic triazolo[4,3-a]quinoxaline

✍ Scribed by Ho Sik Kim; Tong Eun Kim; Sam Tag Kwag; Yong Tae Park; Young Seuk Hong; Yoshihisa Okamoto; Yoshihisa Kurasawa

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
277 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The reaction of the 6‐chloro‐2‐(1‐methyl‐2‐thiocarbamoylhydrazino)quinoxaline 4‐oxides 3a‐d with trifluoroacetic anhydride gave the 2‐(N‐aryl)trifluoroacetamido‐8‐chloro‐4‐methyl‐4__H__‐1,3,4‐thiadiazino‐[5,6‐b]quinoxalines 7a‐d, respectively, while the reflux of compounds 3a‐c in N,N‐dimethylformamide afforded the mesoionic triazolo[4,3‐a]quinoxaline 4. Hydrolysis of compounds 7a‐d with triethylamine/water provided the 2‐arylamino‐8‐chloro‐4‐methyl‐4__H__‐1,3,4‐thiadiazino[5,6‐b)]quinoxalines 8a‐d, respectively.

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