Synthesis and effect of potential drugs. Part 10. Reaction of furfural with methyl anthranilate and methyl 2-aminonicotinate was written by Reisch, Johannes;Mahran, M. Refat. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 1977.Reference of 14667-47-1 This article mentions the following:
Treatment of furfural with 2-H2NC6H4CO2Me in MeOH gave 38% 2,4- (I) and 18% 4,5-bis[o-(methoxycarbonyl)anilino]-2-cyclopenten-1-one; in Et2O, the yields were 36 and 25%, resp. With Me 2-aminonicotinate in absolute MeOH, furfural gave 75% di-Me 2,2′-(furfurylidenediimino)dinicotinate. Condensation of I with BzH gave 85% 5-benzylidene-2,4-bis[o-(methoxycarbonyl)anilino]-2-cyclopenten-1-one. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Reference of 14667-47-1).
Methyl 2-aminonicotinate (cas: 14667-47-1) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Reference of 14667-47-1
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics