THE BERNTHSEN ACRIDINE SYNTHESIS IS THE SYNTHESIS OF ACRIDINE FIRSTLY PERFORMED BY BERNTHSEN THEREFORE KNOWN AS BERNTHSEN ACRIDINE SYNTHESIS. THIS PRESENTATION INCLUDES THE SYNTHESIS WITH ITS MECHANISM AND APPLICATION AS ASKED IN EXAMS.
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BERNTHSEN ACRIDINE SYNTHESIS SHIKHA D. POPALI HARSHPAL SINGH WAHI GURUNANAK COLLEGE OF PHARMACY
Introduction Acridine , first isolated in 1870 from coal tar,1 has attracted significant synthetic attention over the years . In 1884, Bernthsen reported the first synthesis of acridine in which diphenylamine was condensed with benzoic acid using zinc chloride and high temperatures.
Bernthsen Acridine synthesis
Mechanism of Bernthsen Acridine synthesis
Pharmaceutical APPLICATION Synthesis of Several dyes and drugs feature the acridine skeletal. Acridine and related derivatives (such as amsacrine ) bind to DNA and RNA due to their abilities to intercalate. Acridine orange is a nucleic acid-selective metachromatic stain useful for cell cycle determination.
References Organic Synthesis - Special Techniques. VK Ahluwalia and R Agarwal, Narosa Publishers, Page no.214-216. 2. Organic Reaction Mechanisms IVth Edtn , VK Ahluwalia and RK Parashar , Narosa Publishers, Page no.187-190.