Benzaldehyde 4-nitrophenylhydrazone

Synthesis from 4-benzoyl-1-(4-nitrophenyl)-5-phenyl-1/-/-pyrazole-3-carboxylic acid An oxadiazepine intermediate has been proposed in the synthesis of 4-benzoyl-l-(4-nitrophenyl)-5-phenyl-l//-pyrazole-3-carboxylic acid 176, prepared by heating furandione 177 and benzaldehyde 4-nitrophenylhydrazone 178 (1/1 mol) for 75 min without any solvent in ca. 45% yield <2004CHE1039> (Scheme 22). 

If the phenyl ring attached to nitrogen is deactivated, bromination to the hydrazidoyl bromides without ring bromination can be achieved For example, benzaldehyde 4-nitrophenylhydrazone (XVII) is brominated in glacial acetic acid to afford the corresponding hydrazidoyl bromide (XVIII)... 

Chlorohydroxybenzaldehyde-(4 -nitrophenylhydrazone and Derivatives Chi orohyd roxyben zal dehy de-(4-n i trophenyl-hydrazone) [called Chlor-oxy-benzaldehyd -(4-nitro-phenylhydrazon in Ger], 02N.-C6H4.NH.N CH.C6H3C1.0H mw 291.69,... 

Attempts to reduce benzaldehyde-o-nitrophenylhydrazone to benzaldehyde-o-hydroxylaminophenylhydrazone which on ring closure might form the dihydrobenzotriazine were not successful,70 as it was not possible to avoid the further reduction to amine. A similar situation is also found in the reduction of o-nitroanilines. 

Cl5H15N3O2, p-Nitrobenzylidene-p dimethylaminoaniline, 42B, 84 Cl5H1gNjOftS, p-Dimethylaminobenzyl-p-nitrophenyl-sulphone, 44B, 100 Cl 5H1 7C1Ni,02, p-Dimethylamino-benzaldehyde-p-nitrophenylhydrazone hydrochloride, 42B, 46... 

Acetophenone semicarbazone Acetophenone thiosemicarbazone Anisylaldehyde m-nitrophenylhydrazone Benzaldehyde benzoylhydrazone Benzaldehyde p-bromophenylhydrazone Benzaldehyde p-carboxyphenylhydrazone Benzaldehyde isonicotinoylhydrazone Benzaldehyde nicotinoylhydrazone... 

Benzaldehyde m-nitrophenylhydrazone Benzaldehyde phenylhydrazone Benzaldehyde semicarbazone Benzaldehyde thiosemicarbazone Benzyl ethyl ketone isonicotinoylhydrazone p-Bromophenylacetone semicarbazone p-Chloroacetophenone semicarbazone Cumyl aldehyde phenylhydrazone p-Dimethylaminobenzaldehyde m-nitro-phenylhydrazone... 

Condorelli.G., Costanzo, L.L., Giuffrida, A., and Ristara, S., On the mechanism of the photoisomerization of the benzaldehyde and its derivative 4-nitrophenylhydrazones, Zatsch. Phys. Chem. Neue Folge, 96, 97, 1975. 

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