159847-80-0

Usage

Uses

Used in Pharmaceutical Research and Development:
Benzoic acid, 4-amino-3-cyano-, methyl ester is utilized as an intermediate in the synthesis of various pharmaceuticals, dyes, and pigments. Its unique chemical structure and properties make it a valuable component in the development of new drugs and therapeutic compounds.
Used in Organic Synthesis:
Benzoic acid, 4-amino-3-cyano-, methyl ester serves as a key building block in the creation of complex organic molecules, contributing to the advancement of chemical research and the discovery of novel chemical entities with potential applications in various industries.
Used in the Synthesis of Dyes and Pigments:
Benzoic acid, 4-amino-3-cyano-, methyl ester is employed in the production of dyes and pigments, providing a range of colors and properties for use in various applications, including textiles, plastics, and printing inks.

Upstream product

• 67-56-1 methanol 
• 19619-22-8 2,4-dicyanoaniline 
• 615-57-6 2,4-dibromo-aniline 
• 177913-37-0 4-amino-5-cyano-1-hydroxycyclohexa-2,4-dienecarboxylic acid methyl ester 

Downstream Products

• 63746-25-8 4-amino-benzene-1,3-dicarboxylic acid,1-methyl ester 
• 74192-47-5 4-amino-3-cyanobenzoic acid 
• 674299-30-0 4-amino-3-cyano-N-methyl-benzamide 

Relevant academic research and scientific papers

DIARYLUREA DERIVATIVES AND THEIR USE AS CHLORIDE CHANNEL BLOCKERS

The present invention relates to novel diarylurea derivatives useful as chloride channel blockers. In other aspects the invention relates to the use of these compounds in a method for therapy, such as for the treatment of bone metabolic diseases, diseases responsive to modulation of the mast cell or basophil activity, diseases responsive to inhibition of angiogenesis, or sickle cell anaemia, and to pharmaceutical compositions comprising the compounds of the invention.

Diels-Alder Reaction of 2-Amino-Substituted Furans as a Method for Preparing Substituted Anilines

5-Amino-2-furancarboxylic acid methyl ester undergoes a facile Diels-Alder cycloaddition with a variety of dienophiles to afford ring-opened cycloadducts that are readily dehydrated using BF3-OEt2 to give polysubstituted anilines. In each case, the cycloaddition proceeds with high regioselectivity, with the electron-withdrawing group being located ortho to the amino group. The most favorable FMO interaction is between the HOMO of the furanamine and the LUMO of the dienophile. The atomic coefficient at the ester carbon of the furan is larger than that at the amino center, and this nicely accommodates the observed regioselectivity. The [4 + 2]-cycloaddition of N-(5-nitrofuranyl)morpholine with methyl vinyl ketone affords a mixture of three phenols. One of the phenols is derived from a Diels - Alder reaction followed by nitro group ejection and subsequent aromatization. The remaining two phenols are the result of cleavage of the initially formed oxabicyclic intermediate with concomitant migration of the nitro group. The mild reaction conditions with which furan-2-carbamic acid tert-butyl ester undergoes Diels - Alder cycloaddition with N-phenylmaleimide allow for the ready isolation of the initial oxybridged cycloadduct.

Synthesis of polysubstituted anilines using the Diels-Alder reaction of methyl 5-aminofuroate

Methyl 5-aminofuroate undergoes a facile [4+2]-cycloaddition with a variety of dienophiles to afford ring opened cycloadducts which are readily dehydrated using BF3·OEt2 to give polysubstituted anilines.

Regioselective Hydrolysis of Aromatic Dinitriles Using a Whole Cell Catalyst

A series of aromatic dinitriles have been examined as substrates for an immobilised whole cell Rhodococcus sp. that catalyses the hydrolysis of nitriles to amides and/or carboxylic acids.The fluorinated aromatic dinitriles 48 and 49 were regioselectively hydrolysed to the corresponding cyano amides 48a and 49a whereas the non-fluorinated analogues 41-44 were converted to cyano acids but with poorer regioselectivity.