Phthalic nitro

The nitration of phthalic anhydride with a mixture of concentrated sulphuric and nitric acids yields a mixture of 3-nitro- and 4 nitro phthalic acids these are readily separated by taking advantage of the greater solubility of the 4 nitro acid in water. Treatment of 3 nitrophtlialic acid with acetic anhydride gives 3 nitrophthahe anhydride. 

An isoindol1 none moiety forms part of the aromatic moiety of yet another antiinflammatory propionic acid derivative. Carboxylation of the anion from -nitro-ethylbenzene (45) leads directly to the propionic acid (46). Reduction of the nitro group followed by condensation of the resulting aniline (47) with phthalic anhydride affords the corresponding phthalimide (48). Treatment of that intermediate with zinc in acetic acid interestingly results in reduction of only one of the carbonyl groups to afford the isoindolone. There is thus obtained indoprofen (49). ... 

Dehydration of fi-nitro iilcohols provides an important method for the preparation of nitroalkenes. Because lower nitroalkenes such as nitroethylene, Tnitro-Tpropene, and 3-nitro- Tpropene tend to polymerize, they must be prepared careftdly and used immediately after preparation. Dehydration v/ith phthalic anhydride is the most reliable method for such lower nitroiilkenes. Such lower nitroalkenes have been used as important reagents for Michael acceptors or dienophiles in the Diels-Alder reacdon, which v/ill be... 

Note The exothermic nitration of phthalic acid or phthalic anhydride by a fuming nitric acid-sulfuric acid mixt may give mixts of the potentially expl phthaloyl nitrates or nitrites or their nitro derivatives. Formation of these compds can be avoided if the nitrating mixt is... 

Nitro-o-phthalic Acid. Pale yel prisms or plates from w mp dec 207—230°. Prepn and properties are given in Refs Rpfe- Oil /I a rtoci... 

Nitro-m-phthalic Acid. Crysts, mp 255—60°. Diff sol in cold w, v sol in hot w, ale eth. Forms numerous salts of which the silver salt was reported to be expl Ref Beil 9,839, (373) [610]... 

NitrO P phthalic Add (Nitroterephthalic Acid). Only one isomer is possible. Crysts, mp 268— 70°. Easily sol in ale or eth, sol in hot w. Can be prepd by nitration of terephthalic acid or by other methods given in the Refs. Some of its salts are probably expl... 

Phthalic anhydride condenses with the aniline derivative in the presence of zinc or aluminum chlorides to yield the intermediate benzoyl-benzoic acid, which subsequently reacts with l,3-bis-V,V-dimethylaniline in acetic anhydride to yield the phthalide. The above compound gives a violet-gray image when applied to a clay developer. Clearly this synthesis is also very flexible and variations in shades of color formers have been obtained by varying the aniline components and also by using phthalic anhydrides substituted, for example, by nitro groups or chlorine atoms. Such products have excellent properties as color formers and have been used commercially. Furthermore, this synthetic route is of great importance for the preparation of heterocyclic substituted phthalides, as will be seen later. 

Nitro-l-propene Preparation is accomplished by dehydration of 2-nitro-l-propanol with phthalic anhydride (73%)45 or acetic anhydride-AcONa46 bp 56-57 °C/80 mmHg. 

Phthalaldehyde, 34, 82 Phthalic acid, 32, 67 Phthalic anhydride, 32, 19 Phthalideacetic acid, 34,10 PlITHALIMIDE, N-2-BROMOETHYL-, 32, 18 3-Picoline, 4-nitro-, 1-oxide, 36, 53 3-Picoline-l-oxide, 36, 54... 

Nitrophenyl disulfide, b216 3-Nitro-o-phthalic acid, n31... 

The seminal work on deep-UV resist materials which incorporate chemical amplification was started at IBM San Jose s Research Laboratory in 1979 when FrSchet and Willson first prepared poly(4-t-butyloxycarbonyloxy styrene) and end-capped copolymers of o-phthalaldehyde and 3-nitro-l,2-phthalic dicarboxaldehyde. 

Phthalic acid, 3-nitro-, hazard note, 53, 129 a-Pinene oxide, preparation of, 53, 18... 

Uses Intermediate for phthalic anhydride, naphthol, 1,4-naphthoquinone, 1,4-dihydro-naphthalene, 1,2,3,4-tetrahydronaphthalene (tetralin), decahydronaphthalene (decalin), 1-nitro-naphthalene, halogenated naphthalenes, naphthol derivatives, dyes, explosives mothballs manufacturing preparation of pesticides, fungicides, detergents and wetting agents, synthetic resins, celluloids, and lubricants synthetic tanning preservative emulsion breakers scintillation counters smokeless powders. 

Amino-,3-amino-9-methyl-, and 3-amino-9-(2-cyanoethyl)carba-zoles and significantly 3-nitro-, 3-formyl-9-(2-cyanoethyl)-, - and 3-formyl-9-alkylcarbazoles reportedly undergo a double acylation with phthalic anhydride giving the quinones 176. Pyridine-2,3-dicarboxylic acid anhydride brought about the 3-monoaroylation of 9-ethylcarbazole attack at both of the pyridine carbonyl groups was observed. 

The reaction of maleic anhydride with trimethylsilyl azide was reported to provide l,3-oxazine-2,6-dione in good yield. Control of the temperature proved essential in order to avoid a violent, exothermic reaction this could readily be accomplished by running the reaction in methylene chloride at 0°C <19950PP651>. Similar transformations of 3-substituted phthalic anhydrides 546 resulted in formation of 8- 547 or 5-substituted 548 isatoic anhydrides (Equation 66). The ratio of the regioisomeric products was strongly influenced by the substituent X while nitro and acetylamino derivatives 546 (X = NO2, NHAc) gave exclusively the 8-substituted isomers, only the 5-substituted product was formed from 3-aminophthalic anhydride 546 (X = NH2) <1998JOC6797>. 

The reaction product from the mercuration of 3-nitro-phthalic acid (1 mole) is used. The mercury compound can be used without drying if desired. If this is done, solution takes place much more readily. 

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