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Amides

An amide contains the group −CONH−: a carbonyl group, C=O, bonded directly to a nitrogen atom.OCR recognises two types:• a primary amide, RCONH2, where the nitrogen carries two hydrogen atoms, e.g. ethanamide, CH3CONH2
• a secondary amide, RCONHR', where one hydrogen on the nitrogen has been replaced by an alkyl (or aryl) group, e.g. CH3CONHCH3Amides are made from acyl chlorides, which are very reactive. An acyl chloride reacts with ammonia to make a primary amide, and with a primary amine to make a secondary amide. In each case HCl is also formed, which reacts with a second molecule of ammonia or amine to give a salt:
CH3COCl + 2NH3 → CH3CONH2 + NH4Cl
CH3COCl + 2CH3NH2 → CH3CONHCH3 + CH3NH3Cl
Worked example: to make CH3CH2CONHCH2CH3, split the molecule at the C−N bond. The acyl part, CH3CH2CO−, comes from propanoyl chloride; the N part comes from ethylamine.The amide link, −CONH−, is the same link that joins monomers in polyamides and joins amino acids in proteins (where it is called a peptide link).

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