3-Aminoacetanilide Explained

3'-Aminoacetanilide is a chemical compound which is a amino derivative of acetanilide and meta-isomer of aminoacetanilide. There are two other isomers of aminoacetanilide, 2-aminoacetanilide and 4-aminoacetanilide. Aminoacetanilide derivatives are important synthetic intermediates in heterocyclic and aromatic synthesis. These derivatives have found applications in pharmaceutical industry and dyes and pigment industry.^{[1] [2]}

Synthesis

A number of methods are available to synthesize 3'-aminoacetanilide. It could be prepared by reduction of m-nitroacetanilide. m-Chloroacetanilde has been converted into m-aminoacetanilide.^[3]

Uses

3′-Aminoacetanilide has been used in the preparation of azo compounds, pyrrole, imidazole, thiazole and other heterocycles. It is starting material for Trametinib. It is also used to prepare reactive yellow K-RN and dispersed dye.^[4]

Notes and References

1. Rück-Braun. Karola. Kempa. Stefan. Priewisch. Beate. Richter. Anja. Seedorff. Sabine. Wallach. Lukas. 2009-10-22. Azobenzene-Based ω-Amino Acids and Related Building Blocks: Synthesis, Properties, and Application in Peptide Chemistry. Synthesis. 2009 . 24 . en. s–0029–1217074. 10.1055/s-0029-1217074. 0039-7881.
2. Singh. Raman. Kau. Rajneesh. Singh. Kuldeep. 7 June 2016. A review on Synthesis of Aminoacetanilides. Journal of Integrated Science and Technology. 4. 111–120. 2321-4635. Google Scholar.
3. Pitts. Michael R.. Harrison. Justin R.. Moody. Christopher J.. 2001. Indium metal as a reducing agent in organic synthesis. Journal of the Chemical Society, Perkin Transactions 1. 9. 955–977. 10.1039/b101712h.
4. Synthetic method of m-amino acetanilide. 2008-07-26. CN. 101328133. Zhejiang Longsheng Dyestuff Chemicals Co. Ltd.. Qi. Ou. Huaiqing. Gao. Songtao. Ni. Xingzhong . Jiang.