88734-75-2Relevant academic research and scientific papers
Synthesis of New 2-Alkyl(Aryl)thio-7-chloro-4H,5H-pyranooxazine-4,5-diones and their Reaction with Nucleophiles
Ried, Walter,Nenninger, Jutta,Bats, Jan W.
, p. 3725 - 3735 (2007/10/02)
Organic thiocyanates react with malonyl dichloride to yield the title compounds 1a-f.When treated with nitrogen-containing nucleophiles and alcohols, the 2-alkyl(aryl)thio substituent of 1a is displaced leading to compounds 2a-c, 3a,b, 4a,b, and 6a-c.With 2-aminophenol, the spiro compound 5 results while treatment with 4-nitrophenol or thiophenols leads to displacement of the 7-chloro substituent with formation of 7a and 8a-c, respectively.Ethanol and acetone afford the compounds 9a, 10, and 11 formed by ring opening.The formula of 9a is proven by an X-ray structure analysis.
