Todd synthesis
The Todd synthesis , also Lord Todd synthesis , is a name reaction in organic chemistry. It was named after its discoverer, the British chemist Alexander Robertus Todd (1907-1997). It is used for the synthesis of adenine .
Overview reaction
The reaction allows adenine to be synthesized starting from formamidine and phenylazomalodinitrile .
Reaction mechanism
In the proposed reaction mechanism, formamidine is reacted with phenylazomalodinitrile under basic catalysis , producing the pyrimidine derivative 1 . Then 1 is hydrogenated . With elimination of aniline , 4,5,6-triaminopyrimidine 2 is formed . With Natriumdithioformiat and by removal of sodium hydrosulfide (NaSH) and hydrogen sulfide (H 2 S) closes the imidazole ring. Adenine is thus formed.
Individual evidence
- ↑ Eberhard wide Maier, Günther Jung: Organic Chemistry , 7th edition, Thieme, Stuttgart, 2012, p 713, ISBN 978-3-13-541507-9 , doi : 10.1055 / b 002-44908