Synthesis of New Triazolo[4',5':2,3]-triazino[5,6-b]quinoxalines
✍ Scribed by Μoustafa, O.S.; Badr, M.Z.A.
- Book ID
- 124065505
- Publisher
- Walter de Gruyter GmbH & Co. KG
- Year
- 1997
- Tongue
- English
- Weight
- 332 KB
- Volume
- 3
- Category
- Article
- ISSN
- 0793-0283
No coin nor oath required. For personal study only.
✦ Synopsis
Reaction of triazino[5,6-b]-3(4H)-quinoxalin one 2 with and/or pocl3 gave triazinoquinoxalin-3-thione 3 and/or the corresponding 3-chloro derivative 7. Treatment of 3 with alkvl (aralkyl) halides gave the corresponding 3-thioalkyl substituentes 4. Treatment of either 3 or 7 with hydrazine hydrate gaves the 2-hvdrazino derivative 8. Reaction of 3 with ethyl chloroacetate gave thioester ϊ which on treatment with hydrazine hydrate gave the corresponding thiocarbohydrazide derivative 6. Hydrazino derivative 8 was utilized as versatil to produce several of fused heterocyclic through ring closure reactions with chloroacetylchloride, ethyl chloroformate, carbon disulfide, benzoyl chloride, formic acid and/or nitrous acid to give substituted triazoIo[4,3-b]triazinoquinoxaline(9-12,15) and/or tetrazo!o[4,5-b]triazinoquinoxaline 13.
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## 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