Organic Chemistry Hantzch Synthesis

In summary, the conversation includes a question about labeling functional groups in the Hantzsch pyridine synthesis mechanism. The person asking the question is unsure about which compound, 3-oxobutanenitrile or butanoyl cyanide, should be used in the reaction.
  • #1
harrietstowe
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Homework Statement



http://img51.imageshack.us/img51/9563/chem3.png

Homework Equations





The Attempt at a Solution


I know the answer has to be a or c because you need the ammonia to make this reaction happen but I don't know whether you would want to use 3-oxobutanenitrile or butanoyl cyanide. Thanks
 
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  • #2
harrietstowe said:

Homework Statement



http://img51.imageshack.us/img51/9563/chem3.png

Homework Equations





The Attempt at a Solution


I know the answer has to be a or c because you need the ammonia to make this reaction happen but I don't know whether you would want to use 3-oxobutanenitrile or butanoyl cyanide. Thanks

Consider the mechanism at e.g. http://en.wikipedia.org/wiki/Hantzsch_pyridine_synthesis - can you label the various functional groups?
 
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Related to Organic Chemistry Hantzch Synthesis

1. What is the Hantzsch synthesis?

The Hantzsch synthesis is a multi-component reaction used in organic chemistry to synthesize heterocyclic compounds, specifically pyridine derivatives. It was first described by Arthur Hantzsch in 1881.

2. What are the starting materials for the Hantzsch synthesis?

The Hantzsch synthesis uses aldehydes, amines, and beta-ketoesters as the starting materials. These reactants undergo a condensation reaction to form a dihydropyridine intermediate, which then undergoes a cyclization process to form the desired heterocyclic compound.

3. What is the mechanism of the Hantzsch synthesis?

The Hantzsch synthesis is a stepwise mechanism that involves several steps, including condensation, oxidation, decarboxylation, and cyclization. The exact mechanism may vary depending on the specific reactants used, but the overall process involves the formation of a dihydropyridine intermediate, which then undergoes a cyclization reaction to form the desired heterocyclic compound.

4. What are the applications of the Hantzsch synthesis?

The Hantzsch synthesis is commonly used in organic chemistry to synthesize various heterocyclic compounds, such as pyridines, pyrimidines, and quinolines. These compounds have a wide range of applications in pharmaceuticals, agrochemicals, and materials science.

5. What are the advantages of the Hantzsch synthesis?

The Hantzsch synthesis is a versatile and efficient method for synthesizing heterocyclic compounds. It allows for the incorporation of various functional groups and substituents, and it can be easily scaled up for industrial production. Additionally, the starting materials for the Hantzsch synthesis are readily available and inexpensive, making it a cost-effective method for organic synthesis.

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