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Amides and Imides

Monoacylamines Rule C-824

N-Substituted primary amides and (also analogous sulfonamides, etc.) are named by one of the following methods:

824.1 - The compound is named as an N-substituted amide, the substituents and being cited as prefixes.

Note: This method is particularly suitable when the group in the acyl residue R1CO- is more complex than the group , or and , in the amine residue or .

Examples to Rule C-824.1

824.2 - Alternatively, the acyl group is named as an N-substituent of the base.

Note: This method is particularly suitable when the group in the acyl residue is less complex than the group , or and , in the amine residue or , and for use with derivatives of nitrogen containing heterocyclic compounds.

Examples to Rule C-824.2


(but see also Rule C-824.3)



(but see also Rule C-824.4)


3-Formylthiazolidine
(see Rule C-304.3)
or 3-Thiazolidinecarbaldehyde
(see Rule C-304.1)

824.3 - As a further alternative, for mono-N-substituted primary amides the group is treated as a substituent into the compound and is named by changing the ending "-amide" to "amido-" or "-carboxamide" to "carboxamido-".

Examples to Rule C-824.3


(but see also Rule C-824.2)

824.4 - For di-N-substituted primary amides the procedure of Rule C-824.3 is applied, the less complex of the groups and being named as substituent of the amido or carboxamido group with locant N.

Example to Rule C-824.4

Note: The procedures of Rules C-824.3 and C-824.4 are particularly suitable when the group in the acyl residue is less complex than the group , or and , in the amine residue or ; they are not applicable to derivatives of N-acyl nitrogen-containing heterocyclic systems.

See Recommendations'93 R-5.7.8

Next:
Amides and Imides C-825, C-826, C-827
Nitriles, Isocyanides, and Their Derivatives C-831, C-832, C-833, C-834
Hydroxylamines and Related Compounds C-841, C-842, C-843
Nitroso and Nitro Compounds C-851, C-852
Amine Radical Ions C-861

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This HTML reproduction of Sections A, B and C of IUPAC "Blue Book" is as close as possible to the published version [see Nomenclature of Organic Chemistry, Sections A, B, C, D, E, F, and H, Pergamon Press, Oxford, 1979. Copyright 1979 IUPAC.] If you need to cite these rules please quote this reference as their source.

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