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4-Nitrobenzaldehyde, oxidant

The methyl group of -nitrotoluene is activated by the para nitro group. -Nitrotoluene is oxidized to -nitrobenzoic acid [62-23-7] by potassium hexacyanoferrate(III) in alkaline solution, potassium permanganate, or potassium dichromate. -Nitrotoluene is converted to -nitrobenzaldehyde... [Pg.69]

Nitrobenzaldehyde has been prepared from />-nitrotoluene by treatment with isoamyl nitrite in the presence of sodium methylate,1 by oxidation with chromyl chloride,2 cerium dioxide,3 or chromium trioxide in the presence of acetic anhydride.4 It can also be prepared by the oxidation of -nitrobenzyl chloride,5 7>-nitrobenzyl alcohol,6 or the esters of -nitrocinnamic acid.7... [Pg.63]

The oxidations of formic acid by Co(III) and V(V) are straightforward, being first-order with respect to both oxidant and substrate and acid-inverse and slightly acid-catalysed respectively. The primary kinetic isotope effects are l.Sj (25°C)forCo(IU)and4.1 (61.5 C°)for V(V). The low value for Co(lII) is analogous to those for Co(IIl) oxidations of secondary alcohols, formaldehyde and m-nitrobenzaldehyde vide supra). A djo/ h20 for the Co(III) oxidation is about 1.0, which is curiously high for an acid-inverse reaction . The mechanisms clearly parallel those for oxidation of alcohols (p. 376) where Rj and R2 become doubly bonded oxygen. [Pg.386]

The degradation of 4-nitrotoluene by Pseudomonas sp. takes place by oxidation to 4-nitrobenzoate via 4-nitrobenzyl alcohol and 4-nitrobenzaldehyde (Haigler and Spain 1993 Rhys-Williams et al. 1993 James and Williams 1998). [Pg.513]

The synthesis of other biologically active thiazoles was described by Ohsumi et al. [50] and is shown in Scheme 16. Condensation of phosphonium bromide and 4-methoxy-3-nitrobenzaldehyde gave a 1 1 mixture of (Z)- and (-E)-stilbenes. ( )-stilbene 64 was purified by crystallization and then converted to bromohydrin 65 by NBS-H2O. Oxidation of the bromohydrin by DMSO-TFAA gave the bromoketone intermediate 66, which was condensed with thiocarbamoyl compounds in the presence of Na2C03 in DMF to give the corresponding 2-substituted thiazole derivatives (67a and b). Compound 67a... [Pg.33]

Anodic oxidation of formazane 18 [17], 1-arylmethylenesemicarbazide 19 [55], p-nitrobenzaldehyde phenylhydrazone 20 [56], and 2-benzoylpyridine phenylhydrazone 21 [57] afforded the corresponding heterocycles in a very good yield (Scheme 14). The homogeneous oxidation of compounds 18-20 was carried out by indirect electrolysis by the mediators generated in situ [58]. [Pg.104]

H)-Naphthalenone, 4,4a,5,6,7,8-HEXAHYDRO-, 46, 80 Nitroacetone, 46, 3 />-Nitrobenzaldehyde, 46, 36 Nitrosation of N-phenylglycine, 46, 96 N-Nitroso-N-phenylglycine, 46, 96 reaction with acetic anhydride to yield 3-phenylsydnone, 46, 96 Nitrosyl chloride, addition to bicyclo [2.2.1]hepta-2,S-diene, 46, TS Nonane, 1,1,3-trichloro-, 46,104 Noriricvclanol, 46, 74 oxidation by chromic acid, 46, 78 NortricyclanOne, 46, 77 Nortricyclyl acetate, 46, 74 from bicyclo[2.2.1]hepta-2,5-dlene and acetic acid, 46, 74 saponification of, 46, 75... [Pg.59]

Mild oxidation of o-nitrobenzaldehyde arylhydrazones with either bromine and sodium acetate or lead tetraacetate results in the overall loss of two hydrogen atoms and production of a class of iV-aryl heterocycles, tiie structure of which was the subject of uncertainty and some controversy for more than fifty years. These oxidation products were first prepared and investigated by Chattawayj " who described them as isodiazomethanes and formulated them as the triaziridine derivates 72. Structural assignment was based entirely on evidence from degradation studies in particular, Chattaway showed that reduction of... [Pg.233]

The reaction of o-nitrobenzaldehydes with some benzene derivatives in the presence of strong acid (H2S04, PPA) is a classical synthesis of acridinol N-oxides (373) (37BSF240) The synthesis works for benzyl alcohol, benzene, toluene and halobenzenes, but not for benzoic acid, benzonitrile, dimethylaniline, or nitrobenzene. Isoquinoline N-oxides (374) have been obtained from o-bromobenzaldoxime or the acetophenone derivative, and active methylene compounds with copper bromide and sodium hydride (77S760). The azobenzene cobalt tricarbonyl (375) reacts with hexafluorobut-2-yne to give a quinol-2-one (72CC1228), and the 3,4,5-tricyanopyridine (376) is formed when tetracyanoethylene reacts with an enaminonitrile (80S471). [Pg.449]

JCS(P1)2409]. Thus, LDA metalation of 2-fluoro or 2-chloro-pyridine 8 followed by condensation with 2-nitrobenzaldehyde leads to 159 which, upon oxidation, provides the ketone 160. Catalytic reduction results in spontaneous cycUzation to afford aza-acridone 161 in quantitative yield. [Pg.218]

It was previously mentioned1 that cinnoline and 3-substituted cinnolines (94) could be prepared from the condensation products (95) between an o-nitrobenzaldehyde and a nitroalkane by electrochemical reduction. The reaction has been further studied,138 and it was noticed that when the reduction was carried out stepwise, anthranils (96) were formed, especially at elevated temperatures. The final ring closure was catalyzed by traces of oxygen, whereas too much oxygen produced the cinnoline JV-oxide (97) the ring closure was believed to be a radical chain reaction where the formation of the aromatic cinnoline was part of the driving force [Eq. (76)]. [Pg.279]

Nitrobenzaldehyde arylhydrazones with a halogen give compounds (453), which on treatment with base form 2-aryl-4-oxido-l,2,3-benzotriazinium betaine 1-oxides (454 R = Ar) (74JOC2710). [Pg.648]

Proton abstraction from the pentamethylthiophenium ion (13) gave the ylide (141) reaction of this with p-nitrobenzaldehyde gave the epoxide (142) (74TL75). Thiophenium salts, in contrast to thiophene 1-oxides (Section 3.14.4.1), do not seem to undergo Diels-Alder additions (74TL75). [Pg.766]


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