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Garcia Trimino, Maria I; Macias Cabrera, Arturo; Velez Castro, Herman; Rosado Perez, Aristide; Moya Argilagos, Dally; Linden, Anthony; Heimgartner, Heinz (1998). Reaction of N,N'-Dimethyl-2-nitroethene-1,1-diamine with alpha,beta-Unsaturated Acyl Isothiocyanates: Preparation of 1,3-Thiazin-4-one and 4-Nitro-1,2-thiazol-5(2H)-imine Derivatives. Helvetica Chimica Acta, 81(3-4):718-728.
The reaction of N,N-dimethyl-2-nitroethene-1,1-diamine (8) with alpha,beta-unsaturated acyl isothiocyanates 9 affords 3,3-diamino-2-nitroacrylthioamides 10 (Scheme 2) in moderate-to-good yields. Cyclization of 10 under acidic conditions gives 1,3-thiazin-4-one derivatives of type 11. Oxidative cyclization of 10 with diethyl azodicarboxylate leads to 4-nitro-1,2-thiazol-5(2H)-imlne derivatives 12.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry Life Sciences > Drug Discovery Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry Physical Sciences > Inorganic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
| Language: | English |
| Date: | 1998 |
| Deposited On: | 12 Nov 2013 14:14 |
| Last Modified: | 09 May 2025 01:41 |
| Publisher: | Wiley-Blackwell Publishing, Inc. |
| ISSN: | 0018-019X |
| Funders: | Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel, Swiss Federal Government, National Scholarship for Foreign Students |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.19980810321 |
| Project Information: |
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Garcia Trimino, Maria I