Benzamide oximes

Oxidizing agents such as potassium ferricyanide, chlorine or bromine in acetic acid and iodine in aqueous bicarbonate react with benzamid-oxime to yield 3,5-diphenyl-5-amino-dihydrooxadiazole 41). 

The same compound is also obtained together with aminodiazobenzene, when benzene diazonium chloride or sulfonate reacts with benzamid-oxime 101). When heated in dilute mineral acid, XXVI readily loses NH3 to yield diphenyloxadiazole. 

The oxidation of Ni(N03)2 and benzamide oxime by H202 in ethanolic solution has been reported to yield red diamagnetic needles of Ni(benzamidoximate)4, in which nickel and the ligand have been presumed to be tetra- and mono-valent respectively on the basis of IR data.79... 

Bacteriochlorins, 851 Barbituric acid metal complexes, 798 Barium alkoxides synthesis, 336 Barium complexes phthalocyanines, 863 porphyrins, 820 Becium homblei copper accumulation, 964 Benzaldehyde, 2-amino-self-condensation aza macrocycles from, 900 Benzamide, o-mercapto-metal complexes, 655 Benzamide oximes metal complexes, 274 Benzamidine, /V, V -diphenyl-metal complexes. 275 Benzene, 1,2-diamino-reactions with dicarbonyl compounds aza macrocycles from, 902 Benzene, 4 methylthionitroso-metal complexes, 804 Benzenedithiolates metal complexes, 605... 

Cyclization of 2-(acylamino)benzamide oximes and their O-acetyl derivatives 24 is pH dependent. In acidic medium, both the parent 2-(acylamino)benzamide oximes and their O-acyl derivatives give rise to quinazoline 3-oxidcs 25, indicating that hydrolysis of the 0-acyl group precedes cyclization. In a solution of sodium hydroxide in aqueous ethanol, quinazolin-4(3//)-one oximes 26 are formed. ... 

Aromatic amide oximes are reduced in acid solution similarly to other reducible derivatives of hydroxylamine [1,99] the first step is a reductive loss of oxygen. The reduction of benzamide oxime thus yields benzamidine [1] ... 

An ethanolic solution of benzamide oxime containing NaOEt (2 cquiv) was slowly treated with ethyl chloroacetate (1 equiv). The mixture was heated under reflux for 3 h, cooled and filtered from precipitated NaCl. which was repeatedly extracted with hot EtOH. The combined ethanolic solutions were evaporated to dryness and the residue, after washing with Et20 in order to remove unreacted benzamide oxime, was recrystallized (H20. charcoal). It was dissolved in EtOH and reprecipitated by adding El,0 to give the sodium salt of benzamide 0-(carboxymethyl)oxime. The sodium salt was dissolved in a minimum of H20 and the solution was treated with coned HCI to yield the free add. The latter was heated at 130-140°C for several hours to afford the oxadiazinone in excellent yield colorless needles mp 148°C (H20). 

Benzamide oxime,39 for example, is obtained merely by warming an aqueous-alcoholic solution of equivalent amounts of hydroxylamine hydrochloride, benzonitrile, and sodium carbonate for several hours at 60-80°. 

Amide oximes can be represented by the general formula RC(=NOH)NH2 and the ligand of this class which has received maximum attention is benzamide oxime (R = Ph). A good test of amide oxime function is the formation of a red-brown colour with iron(III) in neutral solution. The use of amide oximes as analytical reagents for the estimation of various metal ions has been reviewed. However, as stated in a later review, not much definitive structmal information is available on these complexes. For example, although on the basis of IR data, benzamide oxime complexes of copper(II) and nickel(II) have been assigned the structure (28), yet even magnetic and spectral data are not available. 

The methoxide-catalysed methanolysis of the substituted benzamide (7-(phenoxycar-bonyl) oxime (83) proceeds in two steps in the first step, the phenoxy group is substituted by a methoxy group to yield (84), and in the second step, benzamide oximate (85) is eliminated and dimethyl carbonate (86) forms (Scheme 15). ... 

Di-2-pyridylmonoxime, in D-01063 Di(2-thenoyl)ketoxime, in D-01113 Ethyl-a-isonitrosoacetoacetate, in D-00986 A -(Ethylsulfonyl)benzamide Oxime, in E-00113... 

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