https://doi.org/10.1351/goldbook.A00266
- Derivatives of @O04374@ RkE(=O)l(OH)m (l ≠ 0) in which an acidic hydroxy group has been replaced by an amino or substituted amino group.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 @T06347@-, seleno- and telluro-amides. Compounds having one, two or three @A00123@ on a given nitrogen are generically included and may be designated as primary, secondary and tertiary amides, respectively, e.g. A00266-1.pngbenzamide,A00266-2.pngN,N-dimethylmethanesulfonamide,A00266-3.pngsecondary amides (see @I02948@),A00266-4.pngtertiary amides,A00266-5.pngphenylphosphonamidic acid.Notes:
- 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 @A00274@, in which a @C00907@ replaces a hydrogen atom on nitrogen. Such compounds are also called azanides, e.g. A00266-6.pnglithium diisopropylamide, synonym lithium diisopropylazanide.See also:carboxamides,lactams,peptides,phosphoramides,sulfonamides