64081-79-4

Upstream product

• 170805-76-2 4-(4-Chloro-phenyl)-4-hydroxy-but-2-ynoic acid benzylamide 
• 87605-11-6 propynoic acid benzylamide 
• 104-88-1 4-chlorobenzaldehyde 
• 170805-90-0 (Z)-4-(4-Chloro-phenyl)-4-hydroxy-but-2-enoic acid benzylamide 

Downstream Products

• 339569-11-8 C₁₇H₁₄ClNO₂ 
• 96252-15-2 N-Benzyl-2-[4-(4-chloro-phenyl)-2-phenyl-2H-[1,2,3]thiadiazol-(5Z)-ylidene]-acetamide 
• 96252-21-0 N-Benzyl-2-[4-(4-chloro-phenyl)-[1,2,3]thiadiazol-5-yl]-acetamide 
• 96252-10-7 2-Benzyl-5-(4-chloro-benzoyl)-isothiazol-3-one 

Relevant academic research and scientific papers

Acetylenic Amides. 2. The Generation and Reactions of Dianions Derived From 2-Propynamides

The dianion of N-benzyl-2-propynamide can be generated by the treatment of 4 with two equivalents of LDA at -65 deg C or ethylmagnesium bromide at -20 deg C.The trilithio species 6 is readily formed using 3 equivalents of LDA.Reaction of 5 with aldehydes or ketones produce hydroxypropynamides 9 in good yields.Silation of 5a with chlorotrimethylsilane produces N-benzyl-3-trimethylsilyl-2-propynamide (13) in high yield.Reduction of 9 furnishes either fully saturated amides 15 or partially reduced cis-olefins 16 or 18.Compounds 16, on heating, rearrange to 4-ketoamides 17.Carboxylation of 5a with carbon dioxide produces 3-benzyl-2,4-dioxo-5-oxazidinylacetic acid (11).Warming 11 in dimethyl sulfoxide results in the loss of carbon dioxide and the formation of N-benzylpyruvamide (21).