96649-98-8

Upstream product

• 131991-42-9 5-methyl-3-oxo-hexanoic acid 
• 62-53-3 aniline 
• 1236069-49-0 C₂₂H₃₃N₃O₄ 
• 96977-49-0 5-methyl-3-morpholin-4-yl-hex-2-enoic acid anilide 

Downstream Products

• 99099-67-9 5-Benzolazo-4-oxo-2-methyl-hexansaeure-⁽⁶⁾-anilid 

Relevant academic research and scientific papers

One-pot synthesis of 3-hydroxyquinolin-2(1 H)-ones from N-phenylacetoacetamide via PhI(OCOCF3)2-mediated α-hydroxylation and H2SO4-promoted intramolecular cyclization

A clean, one-pot synthesis of the biologically important 3-hydroxyquinolin-2(1H)-one compounds has been realized from the readily available N-phenylacetoacetamide derivatives through a PhI(OCOCF 3)2-mediated α-hydroxylation and a H 2SO4-promoted intramolecular condensation. The hydroxyl group in the generated α-hydroxylated intermediate can be well tolerated in the second H2SO4-promoted cyclization step.

Enamine-based domino strategy for C-acylation/deacetylation of acetoacetamides: A practical synthesis of -keto amides

A practical three-step route for C-acylation/deacetylation of acetoacetamides is described. Initial enamination of the acetoacetamides with Boc-monoprotected ethylenediamine provides β-enamino amides, which are acylated at the -carbon with excellent selectivity. The C-acylated derivatives undergo domino fragmentation in acidic media to give the corresponding β-keto amides accompanied by 2-methyl-4,5-dihydro-1H-imidazole. Georg Thieme Verlag Stuttgart.