Guided By:
Prof Ms. Jayshree R Jagtap
Advanced Organic Chemistry
PUNE DISTRICT EDUCATION ASSOCIATION’S
Seth Govind Raghunath Sable Pharmacy College, Saswad, Pune
Presented by:
Mr. Pratik Sunil Kapase
First year M.Pharm
(Pharmaceutical Chemistry)
6/16/2023
CONTENTS
LEARNING OBJECTIVE
INTRODUCTION
BASIC REACTION
MECHANISM OF REACTION
CONCLUSION
REFERENCES
6/16/2023
LEARNING OBJECTIVE
6/16/2023
• To know about traube synthesis
• To know the mechanism involve in traube purine synthesis
• To learn application of traube purine synthesis
• This reaction was 1st introduced by taube in 1900
• Traube purine synthesis is the most versatile method for introduction of carbon
fragment to bridge the nitrogen from atoms of the amino group C-5 and C-6 of
pyrimidine ring .
• The pyrimidines of high purity as starting materials should be used for this reaction.
INTRODUCTION
6/16/2023
Basic reaction
6/16/2023
It is the most widely used for the synthesis of purine. 4,5-Diaminopyrimidine on formylation
followed by cyclodehydration provide purine. 4,5-Diaminopyrimidine is synthesised from 4-
aminopyrimidine other formic acid derivatives like formamide, formamidine , orthoformic esters
etc.
Mechanism of Taube purine synthesis
6/16/2023
Synthetic application
6/16/2023
Adenine can be prepare by the interaction of 6-chloro-4,5-diamonopyridine with diethoxy
methyl acetate to furnish 6-Chloropurine which on subsequent which on subsequent
animation with ammonia yield the desired product.
6/16/2023
The procedure involve the reaction of 4-amino-5 –nitrosopyrimidine with formic acid in the
presence of Raney nickel to afford purine. This regarded as a convenient route for the purine
synthesis
Synthetic application
Conclusion
6/16/2023
The Traube purine synthesis is 4,5-Diaminopyrimidine on formylation followed by
cyclodehydration provide purine. 4,5-Diaminopyrimidine is synthesised from 4-
aminopyrimidine. this reaction may undergo only the formylation at the 5‐amino group without
further cyclization
References
6/16/2023
1. Arun R Parikh ,Hasna Parikh, Ranjan Khut ,The essence of heterocyclic chemistry , Fourth eddion
New age International Publication ,Page no 616-617
2. J.A.Joule and K.Mills, Heterocyclic Chemistry, Willey Publication, Fifth edition ,Page no 531-534
3.https://Scholer.google.com
6/16/2023

TRAUBE PURINE SYNTHESIS.pptx

  • 1.
    Guided By: Prof Ms.Jayshree R Jagtap Advanced Organic Chemistry PUNE DISTRICT EDUCATION ASSOCIATION’S Seth Govind Raghunath Sable Pharmacy College, Saswad, Pune Presented by: Mr. Pratik Sunil Kapase First year M.Pharm (Pharmaceutical Chemistry) 6/16/2023
  • 2.
    CONTENTS LEARNING OBJECTIVE INTRODUCTION BASIC REACTION MECHANISMOF REACTION CONCLUSION REFERENCES 6/16/2023
  • 3.
    LEARNING OBJECTIVE 6/16/2023 • Toknow about traube synthesis • To know the mechanism involve in traube purine synthesis • To learn application of traube purine synthesis
  • 4.
    • This reactionwas 1st introduced by taube in 1900 • Traube purine synthesis is the most versatile method for introduction of carbon fragment to bridge the nitrogen from atoms of the amino group C-5 and C-6 of pyrimidine ring . • The pyrimidines of high purity as starting materials should be used for this reaction. INTRODUCTION 6/16/2023
  • 5.
    Basic reaction 6/16/2023 It isthe most widely used for the synthesis of purine. 4,5-Diaminopyrimidine on formylation followed by cyclodehydration provide purine. 4,5-Diaminopyrimidine is synthesised from 4- aminopyrimidine other formic acid derivatives like formamide, formamidine , orthoformic esters etc.
  • 6.
    Mechanism of Taubepurine synthesis 6/16/2023
  • 7.
    Synthetic application 6/16/2023 Adenine canbe prepare by the interaction of 6-chloro-4,5-diamonopyridine with diethoxy methyl acetate to furnish 6-Chloropurine which on subsequent which on subsequent animation with ammonia yield the desired product.
  • 8.
    6/16/2023 The procedure involvethe reaction of 4-amino-5 –nitrosopyrimidine with formic acid in the presence of Raney nickel to afford purine. This regarded as a convenient route for the purine synthesis Synthetic application
  • 9.
    Conclusion 6/16/2023 The Traube purinesynthesis is 4,5-Diaminopyrimidine on formylation followed by cyclodehydration provide purine. 4,5-Diaminopyrimidine is synthesised from 4- aminopyrimidine. this reaction may undergo only the formylation at the 5‐amino group without further cyclization
  • 10.
    References 6/16/2023 1. Arun RParikh ,Hasna Parikh, Ranjan Khut ,The essence of heterocyclic chemistry , Fourth eddion New age International Publication ,Page no 616-617 2. J.A.Joule and K.Mills, Heterocyclic Chemistry, Willey Publication, Fifth edition ,Page no 531-534 3.https://Scholer.google.com
  • 11.