65172-10-3

Upstream product

• 100-61-8 N-methylaniline 
• 62-53-3 aniline 
• 15568-92-0 5-(N-phenyl)-aminomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 15568-93-1 5-(N-methyl-N-phenyl)-aminomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 137606-73-6 3-methoxy-1-phenylpyrrole 
• 138905-53-0 3-ethoxy-1-phenylpyrrole 
• 139110-97-7 3-isopropyloxy-1-phenylpyrrole 
• 96994-28-4 2,2-dimethyl-1-phenyl-1H-pyrrol-3(2H)-one 
• 137606-74-7 3-methoxy-2-methyl-1-phenylpyrrole 
• 119089-98-4 1-phenyl-1H-<(2)H2>pyrrol-3(2H)-one 
• 134410-09-6 1-Phenyl-2-p-tolylhydrazono-1H-pyrrol-3(2H)-one 
• 96994-23-9 1-Phenyl-2-phenylhydrazono-1H-pyrrol-3(2H)-one 
• 138905-54-1 3-benzyloxy-1-phenylpyrrole 

Relevant academic research and scientific papers

3-Hydroxypyrroles and 1H-Pyrrol-3(2H)-ones. Part 2. Scope and Limitations of the Synthesis of Pyrrol-3-ones by Pyrolysis of Aminomethylene Meldrum's Acid Derivatives.

Flash vacuum pyrolysis of N,N-disubstituted aminomethylene Meldrum's acid derivatives provides a route to 4,5-unsubstituted 1H-pyrrol-3(2H)-ones by a hydrogen-transfer-cyclisation sequence.Alkyl and aryl 1-substituted, 1,2-disubstituted, and 1,2,2-trisubstituted pyrrolones can be obtained.In competitive cases, there is little selectivity between hydrogen transfer from primary, secondary, or tertiary sites, although benzyl hydrogen atoms proved particularly reactive, giving a general synthesis of 2-phenyl-1H-pyrrol-3(2H)-ones.

3-Hydroxypyrroles

Simple 3-hydroxypyrroles are obtained by pyrolysis of appropriate aminomethylene Meldrum's acid derivatives: the unusual reactions of these compounds with acids, bases, and electrophiles is discussed.