4-Aminobenzoic acid sodium salt

Aminobenzoic acid-3-phenyl-2-propenyl ester. See Cinnamyl anthranilate p-Aminobenzoic acid potassium salt. See Potassium-p-aminobenzoate p-Aminobenzoic acid sodium salt. See Sodium aminobenzoate 2-Aminobenzothiazole CAS 136-95-8 EINECS/ELINCS 205-268-4 Synonyms 2-Aminobenzthiazole p-Aminobenzthiazole 2-Benzothiazolamine Benzothiazole, 2-amino-Empirical C7H6N2S Formula C6H4NC(NH2)S Properties Wh. or gray powd. odorless sol. in Chloroform, ether, DMSO, 95% ethanol, acetone, cone, acids sol. < 1 mg/ml in water m.w. 150.20 sp.gr. 0.5 m.p. 126-132 C b.p. dec. distills without decomp. 

Synonyms Aminobenzoate sodium 4-Aminobenzoic acid, monosodium salt p-Aminobenzoic acid sodium salt PAB Sodium 4-ami nobenzoate Sodium p-aminobenzoate Empirical C7HeNNaN02 Properties M.w. 159.13... 

Aminobenzoic acid, monosodium salt. See Sodium aminobenzoate 2-Aminobenzoic acid phenethyl ester. See Phenethyl anthranilate... 

This type of titration is quite simple to carry out and is very useful for the analysis of sulphonamide antibiotics and aminobenzoic acid-derived local anaesthetics. Titration is carried out with acidified sodium nitrite causing the primary aromatic amine function to be converted to a diazonium salt shown in Figure 3.15 for sulphacetamide. 

A third method of synthesis employs alkylation of the sodium salt of p-aminobenzoic acid by 2-chlorotriethylamine. 

For the preparation of anthranilic acid the starting material is phthalimide, the cyclic imide ring of which is opened by alkaline hydrolysis in the first step of the reaction to give the sodium salt of phthalimidic acid (the half amide of phthalic acid). The intermediate undergoes the Hofmann reaction in the manner outlined on p. 783 yielding o-aminobenzoic acid (anthranilic acid). 

The basic formula of the sulfonamides and their structural similarity to p-aminobenzoic acid (PABA) are shown in Figure 46-1. Sulfonamides with varying physical, chemical, pharmacologic, and antibacterial properties are produced by attaching substituents to the amido group (-SO2-NH-R) or the amino group (-NH2) of the sulfanilamide nucleus. Sulfonamides tend to be much more soluble at alkaline than at acid pH. Most can be prepared as sodium salts, which are used for intravenous administration. 

Butylaminobenzoic acid is produced by boiling an aqueous solution of the sodium salt of 4-aminobenzoic acid with n-butyl-bromide. It forms a colorless crystalline powder melting at 153-154°C. 

This solution is almost saturated with the sodium salt of 3,5-dichloro-2-aminobenzoic acid/ If crystallization occurs, additional water may be added. Obviously, temperatures below 10° should be avoided. 

A solution of cuprous chloride is prepared from 160 g. of copper sulfate in accordance with directions given in Org. Syntheses Coll. Vol. 1, 170 (1941). This solution is added to a solution of 80 g. of sodium cyanide in 125 ml. of water, and 60 g..of anhydrous sodium carbonate is added to the resulting mixture. p -Aminobenzoic acid (40 g., 0.29 mole), dissolved in a mixture of 70 g. of concentrated hydrochloric acid, 100 ml. of water, and 300 g. of ice, is diazotized by the addition at 0-5° of 20 g. (0.29 mole) of sodium nitrite in 50 ml. of water. The sodium and cuprous cyanide solution prepared above is heated to 50-60°, and the diazonium salt solution is added to it with stirring during the course of 10-15 minutes. The mixture is held... 

N-Isodiacetoxymercuri-2-amino or 4-aininobenzoic acid esters when dissolved in acetic acid, and neutralised by ammonium hydroxide, are deeompoa d by ammonium sulphide, and a similar result is obtained when hydroxymercuri-2- or 4-aminobenzoic anhydrides are dissolved in ammonium hydroxide and treated with ammonium sulphide. The sodium salt of 2 2 -mercuri-bis-4-aminobenzoie acid is stable to hydrogen sulphide, and acetoxymercuri-4-aminobenzoic ethyl ester only yields mercuric sulphide vrhen boiled for a long time with ammonium sulphide. 

Successful polymer supported stereoselective Diels-Alder reaction was performed using immobilized enantiopure 4-(3-hydroxy-4,4-dimethyl-2-oxopyrro-lidin-l-yl)benzoic acid 12 as a chiral auxiliary [15]. The corresponding resin-bound acrylate derivate has been applied as the dienophile 13. Preparation of the precursor started with the combination of pantolactone 10 and the sodium salt of 4-aminobenzoic acid. Conversion into the corresponding benzyl ester followed. The obtained racemate was esterified with (lS)-camphanic acid chloride to a dia-stereomeric mixture to gain the enantiopure compounds by chromatographic separation. After subsequent saponification of the camphanic acid moiety and hydrolysis of the benzyl ester the (R)-enantiomer 11 was coupled to Rink amide resin (Scheme 12.6). 

Arylamines that contain an acid group (sulfo or carboxyl) are diazotized by the so-called indirect method . They are dissolved in aqueous alkali, treated with a solution of the calculated amount of sodium nitrite, and dropped into an excess of acid the diazonium salt then usually separates as a solid. This method has been used with success for diazotizing aminobenzoic acid and aniline- and naphthylamine-sulfonic acids weakly basic amines such... 

Butylation of -aminobenzoic acid with -butyl bromide imder reflux in ethanolic solution and in the presence of sodium earbonate yields ethyl-p-butylamino benzoate. This is then caused to undergo transesterification by heating a solution of it in 2-(dimethylamino) ethanol in the presenee of sodium ethoxide in such a manner that the liberated ethanol is continuously removed from the reaetion mixture by distillation. The tetracaine base is dissolved in benzene and hydrogen chloride is passed through the solution to obtain the corresponding monohydrochloride salt. 

Table III. IR and lETS Peak Positions (cm ) for 4-Aminobenzoic Acid and Its Sodium Salt ...

In Table III, lETS results for 4-aminobenzoic acid chemisorbed on alumina are compared with published IR results for 4-aminobenzoic acid (20,21) and for its sodium salt (21). Again, the lETS peak positions are in generally good agreement with the IR results. 

PAB. See Sodium aminobenzoate PABA (INCI). See p-Aminobenzoic acid PABA potassium salt. See Potassium-p-... 

The polymeric nature of the AgSD complex renders it almost insoluble in water and organic solvents and this property is in fact critical to its activity. The MIC of the Ag ion in culture media is of the order of 1—20 g/mL, due to binding, and thus inactivation, to serum proteins, etc. The MIC of free sulfadiazene as its sodium salt (NaSD) is 500—1000 fig/mL while that of the complex (AgSD) is 5—100 //g/mL, an approximately 5-fold increase over that of the free Ag ion. Strains resistant to free sodium sulfadiazene or silver are sensitive to the silver salt, and the sulfonamide antagonist p-aminobenzoic acid (PABA) does not affect efficacy. 

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