816455-93-3

Upstream product

• 3282-30-2 pivaloyl chloride 
• 816455-78-4 3,5-dimethyl-2-methylenethiazolidine 
• 70349-49-4 2,3,5-trimethyl-4,5-dihydro-thiazolium iodide 
• 4293-57-6 N-(2-hydroxypropyl)-acetamide 
• 4146-19-4 2,5-dimethylthiazoline 

Relevant academic research and scientific papers

Generation of cyclic ketene-N,X-acetals (X = O, S) from 2-alkyl-1,3-oxazolines and 2-alkyl-1,3-thiazolines. Reactions with acid chlorides, 1,3-diacid chlorides and N-(chlorocarbonyl) isocyanate

2-Alkyl-1,3-oxazolines, 2-alkyl-1,3-thiazolines, and the corresponding cyclic ketene-N,X-acetals (X = O, S) derived from them were reacted with monoacid chlorides, diacid chlorides, triacid chlorides. A series of these carbon-carbon bond-forming reactions and cyclizations to both substituted 2,3-dihydrooxazolo[3,2-a]pyridine-5,7-diones and 2,3-dihydrothiazolo[3,2-a] pyridine-5,7-diones proceeded under mild reaction conditions. Cyclic ketene-N,X-acetal intermediates play important roles in all these reactions. Related cyclizations with N-(chlorocarbonyl) isocyanate formed substituted 2,3-dihydrooxazolo[3,2-c]pyrimidine-5,7-diones and 2,3-dihydrothiazolo[3,2-c] pyrimidine-5,7-diones. Georg Thieme Verlag Stuttgart.

Reactions of 2-methylthiazolines and N-methyl cyclic ketene-N,S-acetals with acid chlorides

Carbon-carbon bond formation occurs under mild conditions when 2-methylthiazolines react with acid chlorides to form N-acyl-β-keto cyclic ketene-N,S-acetals. N-Methyl cyclic ketene-N,S-acetals, generated from 2-methyl-thiazolines, can react further with acid chlorides to form N-methyl-β-keto cyclic ketene-N,S-acetals.