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

Kim Ho Sik | Zendy; Kim Tong Eun | Zendy; Kwag Sam Tag | Zendy; Park Yong Tae | Zendy; Hong Young Seuk | Zendy; Okamoto Yoshihisa | Zendy; Kurasawa Yoshihisa | Zendy

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

Author(s) -

Kim Ho Sik,

Kim Tong Eun,

Kwag Sam Tag,

Park Yong Tae,

Hong Young Seuk,

Okamoto Yoshihisa,

Kurasawa Yoshihisa

Publication year - 1997

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.5570340525

Subject(s) - quinoxaline , chemistry , mesoionic , triethylamine , trifluoroacetic anhydride , medicinal chemistry , hydrolysis , organic chemistry

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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