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Master Organic Chemistry Reaction Guide

Formation of amides from acid chlorides and amines

Description: Addition of primary or secondary amines (or ammonia) to acid chlorides results in amides.

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Real-Life Examples:

Org. Synth. 1929, 9, 16

DOI Link: 10.15227/orgsyn.009.0016

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Org. Synth. 1939, 19, 4

DOI Link: 10.15227/orgsyn.019.0004

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Org. Synth. 1941, 21, 4

DOI Link: 10.15227/orgsyn.021.0004

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Org. Synth. 1945, 25, 58

DOI Link: 10.15227/orgsyn.025.0058

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Org. Synth. 1959, 39, 19

DOI Link: 10.15227/orgsyn.039.0019

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Org. Synth. 1945, 25, 71

DOI Link: 10.15227/orgsyn.025.0071

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Org. Synth. 1945, 25, 78

DOI Link: 10.15227/orgsyn.025.0078

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Comments

Comment section

10 thoughts on “Formation of amides from acid chlorides and amines

    1. For an amino acid like leucine or alanine with non-reactive sidechains, I think you’d need to di-protect the amine as a phthalimide or similar reagent, and then convert it into an acid chloride with SOCl2 or oxalyl chloride. you have to be careful, however – racemization is very facile.

  1. what product would be derived when acid chloride react with triethylamine with tetrahydrofuran as solvent

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