- Derivatives of oxoacids RkE(=O)l(OH)m (l ≠ 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group. Chalcogen replacement analogues are called thio-, seleno- and telluro-amides. Compounds having one, two or three acyl groups on a given nitrogen are generically included and may be designated as primary, secondary and tertiary amides, respectively, e.g.
A00266-3.png secondary amides (see imides),
A00266-4.png tertiary amides,
A00266-5.png phenylphosphonamidic acid.
- Amides with NH2, NHR and NR2 groups should not be distinguished by means of the terms primary, secondary and tertiary.
- Derivatives of certain acidic compounds RnE(OH)m, where E is not carbon (e.g. @S06096@, RSOH, @P04556@, R2POH) having the structure RnE(NR2)m may be named as amides but do not belong to the class amides proper, e.g. CH3CH2SNH2 ethanesulfenamide or ethylsulfanylamine.
- The term applies also to metal derivatives of ammonia and amines, in which a cation replaces a hydrogen atom on nitrogen. Such compounds are also called azanides, e.g.
A00266-6.png lithium diisopropylamide, synonym lithium diisopropylazanide.
See also: carboxamides, lactams, peptides, phosphoramides, sulfonamides
PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1315 (https://doi.org/10.1351/pac199567081307)
PAC, 1993, 65
, 1357. (Revised nomenclature for radicals, ions, radical ions and related species (IUPAC Recommendations 1993)
) on page 1357 [Terms