Benzaldehyde oximes

The assay method involves the reaction of benzaldehyde with hydroxylamine hydrochloride in an alcohoHc solution. Benzaldehyde oxime, water, and hydrochloric acid are the products of the reaction. The hydrochloric acid formed is then titrated with standard caustic solution to determine the benzaldehyde assay. 

Acylamino)benzaldehyde oximes 2 cyclize under the influence of sulfuric acid to afford high yields of benzoxadiazepines 3. Selected examples arc given yields were generally not reported.314... 

Ethoxycarbonyl)amino]benzaldehyde oxime (2.1 g, 10 mmol) was stirred with 2M NaOH (25 mL, 50 mmol) and the mixture was heated on a steam bath until a clear solution had formed. The hot solution was made weakly acid and cooled, whereupon the product crystallized as the dihydrate mp 244 C (dec.). 

N-Benzyl-hydroxy lamin 2 Zu2,42g(20 mMol) Benzaldehyd-oxim tropftman unter Riihren bei 0° 16m/ (32 mMol) 2 m Boran-Losung in abs. THF. Man riihrt 12 Stdn. bei 20 unter Stickstoff. engt i.Vak. ein, versetzt bei 0° mit 10 ml 20%iger Salzsaure, erhitzt 1 Stde. unter RiickfluB und stellt bei 0° mit 10%iger Kalilauge alkalisch. Die Mischung wird 90 Stdn. mit Pentan kontinuierlich extrahiert, im Stickstoff-Strom eingeengt und der Riick-stand bei 20°/0,2 Torr sublimiert Ausbeute 1,28 g (52% d.Th.) F 57°. 

Benzaldehyd-oxim + Essigsaure —> N-Athyl-N-benzyl-hydroxylamin 56% d.Th. 

Individually indexed compounds are f Acetaldehyde oxime, 0865 Acetone oxime, 1258 Azoformaldoxime, 0815 Benzaldehyde oxime, 2760 Bromoacetone oxime, 1201 Butane-2,3-dione dioxime, 1595... 

Acetohydrazide, 0912 Acetone oxime, 1258 Acetylenedicarboxylic acid, 1405 Acrylaldehyde, 1145 f Allyl acetate, 1912 A-Ally lthiourca. 1600 4-Aminophenylazobenzene, 3487 Ammonium dichromate, 4246 Ammonium peroxodisulfate, 4576 4-Azidobenzaldehyde, 2697 2-Azido-2-phenylpropane, 3159 f Aziridine, 0863 Azobenzene, 3483 Azoformamide, 0816 Azoisobutyronitrile, 3011 Azoxybenzene, 3485 Benzaldehyde oxime, 2760... 

Imines, Oximes, Hydrazones A -Me1hylbenzaldimine A -Phenylbenzaldimine Acetone oxime Benzaldehyde oxime Benzaldehyde A -phenylhydrazone... 

Oximes such as cyclohexanone oxime and benzaldehyde oxime were catalytically transformed to the corresponding lactams in Af,Af-dhnethylformamide solutions of alkylating reagents such as trialkyloxonium salts. 0-Alkyl-Af,Af-dimethylfonnamidinium salt was... 

Benzaldehyde oxime, 2756 Benzanthrone, 3730 Benzeneamine, see Aniline, 2347 Benzene-l,4-bis(diazonium perchlorate), 2153 Benzene-l,3-bis(sulfonyl azide), 2203 (/-Benzenecyclopentadienyliron(II) perchlorate, 3390 f Benzene, 2281... 

The reduction of oximes by Smh has been attempted, but complex mixtures of products are obtained. In the case of benzaldehyde oxime (104 equation 23) two dimeric reduction products (105) and (106) were isolated, apparently in good yield. ... 

C7H604 4-hydroxy-4H-furo[3,2-c]pyran-2(6H)-one 149-29-1 12.00 1.5330 2 10613 C7H7NO trans-benzaldehyde oxime 622-31-1 20.00 1.1450 1... 

C7H604 methyl 2-oxo-2H-pyran-3-carboxylate 25991-27-9 12.00 1.5330 2 10620 C7H7NO syn-benzaldehyde oxime 932-90-1 42.14 1.1040 2... 

Treatment of benzaldehyde oxime ether (166) with butyllithium (pentane/-10 C) demonstrates the complexity of the reaction (Scheme 32) as the desired alkoxyamine (167 R = Bu) is accompanied by other oxime-derived side products" (entry 1, Table 12). Selectivity is reagent/solvent dependent as allyl Grignard (ether)," allylzinc bromide (THF)," and butyllithium (THF)" treatment produce predominantly amine (171 R = allyl) (the Beckmann rearrangement derived product), alkoxyamine (167 R = allyl) (the oxime addition product) and ketone (169 R = Bu) (the nitrile-derived pro ct), respectively (entries 2-4, Table 12). 

Table 12 Addition of Organometallic Reagents to Benzaldehyde Oxime...

Formation of N—O bonds via amination with oxaziridines has been little studied. Benzaldehyde oxime 0-ethyl ether, along with other products, are obtained on treatment of 3-phenyloxaziridine (56 Me = H) with sodium ethoxide (67LA131,91S327). 

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