O-aminobenzoate

It is used as a first component in the preparation of azo-dyes, amlnoazo-dyes See azo-dyes, o-aminobenzoic acid See anthranilic acid. 

A method for the generation of benzyne involves heating the diazonium salt from o aminobenzoic acid (benzenediazonium 2 carboxylate) Using curved arrows show how this sub stance forms benzyne What two inorganic compounds are formed in this reaction" ... 

Miscellaneous Alkaloids. Stukimic acid (57) is a precursor of anthranihc acid (28) and, in yeasts and Escherichia coli (a bacterium), anthranHic acid (o-aminobenzoic acid) is known to serve as a precursor of tryptophan (26). A similar but yet unknown path is presumed to operate in higher plants. Nonetheless, anthranHic acid itself is recognized as a precursor to a number of alkaloids. Thus damascenine [483-64-7] (134), C qH NO, from the seed coats of JSHgella damascena has been shown (95) to incorporate labeled anthranHic acid when unripe seeds of the plant are incubated with labeled precursor. 

General Analine Film Corporation (o-Aminobenzoic acid), and H. R. Rosenberg, E. I. du Pont de Nemours Co., Inc., Aminobenzoic acid) iu ECT... 

There are several methods for generation of benzyne in addition to base-catalyzed elimination of hydrogen halide from a halobenzene, and some of these are more generally applicable for preparative work. Probably the most convenient method is diazotization of o-aminobenzoic acid. Concerted loss of nitrogen and carbon dioxide follows diazotization and generates benzyne. Benzyne can be formed in this manner in the presence of a variety of compounds with which it reacts rapidly. 

The Niementowski reaction involves condensation of an o-aminobenzoic acid (13) with 2 resulting in a quinolinol (14). 

Reaction of anthranilic acid (o-aminobenzoic acid) with HN02 and H2SO4 yields a diazonium salt that can be treated with base to yield a neutral diazonium carboxylate. 

Chauhan A, RK Jain (2000) Degradation of o-nitrobenzoate via anthranilic acid (o-aminobenzoate) hyArthro-acterprotophormiae a plasmid-encoded new pathway. Biochem Biophys Res Commun 267 236-244. 

Thus, in the first case, if the amine is o-aminobenzoic acid, an explosive diazonium salt with a zwitterion structure is obtained ... 

Supplement 1951 1872-1928 Hydroxy-carbimyl amines, 233. Amino-carboxylic acids Anthranilic acid (o-aminobenzoic acid). 310. Amino-hydroxy-carboxylic acids, 677. Amino-sulphonic acids Sulphanilio acid, 696. 

A very convincing demonstration of the existence of benzyne by physical methods involves the introduction into the heated inlet of a mass spectrometer of the zwitterion ion (106), a salt of diazotised o-aminobenzoic(anthranilic) acid. The mass spectrum is found to be a very simple one exhibiting m/e peaks at 28, 44, 76 and 152 ... 

Different reactivity of a-oxyalkyl and boryloxyalkyl fragments was revealed in reactions with amines of weak basicity. For example, in the reaction with diphenylamine or o-aminobenzoic acid with a reagent ratio of 1 1, substitution of the oxymethyl group by the aminomethyl one takes place [Eq. (117)]. The P,B-containing heterocycle is retained (89IZV1340). 

Methaqualone is being widely abused by youths in this country. Recently, in the northeast, some abusers were stricken with severe side effects, including bloody urine and gastrointestinal cramps. The tablets were found to be of clandestine manufacture.They contained fairly large amounts of impurities from a poor synthesis. The impurities were o-toluidine, o-aminobenzoic acid, and o-methyl acetanilide—again proving the old proverb Let the buyer beware. ... 

Finally, the zwitterion is not the major form for all amino acids. For both o-aminobenzoic acid (anthrani-lic acid) and p-aminobenzoic acid, the uncharged species is the more prevalent form whereas the zwitterion/uncharged ratio for m-aminobenzoic acid is about 2.31. This behavior arises primarily from the low pK values for the aromatic ring s amino group e.g., the pi i and pKi values for anthranUic acid are 2.05 and 4.95 and the pA"a value for the ester is only 2.09). 

Ethyl o-aminobenzoate [94-09-7] M 165.2, m 92 . Crystd from EtOH/water and air dried. 

IV-Methyl-o-aminobenzoic acid (/V-methylanthranilic acid) [119-68-6] M 151.2, m 178.5°. Crystd from w ater or EtOH. 

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