Reaction ofN,N'-dimethyl-2-nitroethene-1, 1-diamine with α,ß-unsaturated acyl isothiocyanates: Preparation of 1,3-thiazin-4-one and 4-nitro-1,2-thiazol-5(2H)-imine derivatives

Autor:	Arístides Rosado Pérez, Dally Moya Argilagos, María I. García Trimiño, Heinz Heimgartner, Anthony Linden, Arturo Macías Hermán Vélez Cabrera Castro
Rok vydání:	1998
Předmět:	Oxidative cyclization Organic Chemistry Imine Biochemistry Medicinal chemistry Catalysis Inorganic Chemistry Diethyl azodicarboxylate chemistry.chemical_compound chemistry Diamine Drug Discovery Nitro Physical and Theoretical Chemistry
Zdroj:	Helvetica Chimica Acta. 81:718-728
ISSN:	0018-019X
DOI:	10.1002/hlca.19980810321
Popis:	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.
Databáze:	OpenAIRE
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