P-Naphthylacetic acid

P-Naphthylacetic acid. In a conical or round-bottomed flask, fitted with a reflux condenser by means of a ground glass joint, place a mixture of 128 g. of ]8-naphthyl methyl ketone (Section IV, 136), 35 g. of sulphur and... 

Mix 130 g. of the crude thiomorpholide with 270 ml. of glacial acetic acid, 40 ml. of concentrated sulphuric acid and 60 ml. of water raise the temperature of the mixture carefully to the boiling point and reflux for 6 hours. Decant the solution from a little tarry matter into 2 litres of water and keep overnight. Collect the solid by suction filtration and wash it well with cold water. Digest the solid with a solution of 50 g. of sodium hydroxide in 1 litre of water, filter and acidify the filtrate with hydrochloric acid filter off the crude p-naphthylacetic acid, wash with water and dry. The yield of the crude acid, m.p. 137-140°, is 75 g. RecrystaUisation from benzene raises the m.p. to 142-143° the loss is about 10 per cent. 

P-Naphthylacetic acid, 924,925 a-Naphthylacetonitrile, 752, 763 a-Naphthylamine, 561, 568 P-Naphthylamine, 561, 568 carcinogenic properties of, 562 2 Naphthylamine-l-sulphonic acid, 604, 752, 767... 

Introduce a solution of 15 g. of the diazo ketone in 100 ml. of dioxan dropwise and with stirring into a mixture of 2 g. of silver oxide (1), 3 g. of sodium thiosulphate and 5 g. of anhydrous sodium carbonate in 200 ml. of water at 50-60°. When the addition is complete, continue the stirring for 1 hour and raise the temperature of the mixture gradually to 90-100°. Cool the reaction mixture, dilute with water and acidify with dilute nitric acid. Filter off the a-naphthylacetic acid which separates and recrys-talhse it from water. The yield is 12 g., m.p. 130°. 

L. K. Wadhwa, P. D. Sharma, Glycolamide Esters of 6-Methoxy-2-naphthylacetic Acid as Potential Prodrugs-Physicochemical Properties, Chemical Stability and Enzymatic Hydrolysis , Int. J. Pharm. 1995, 118, 31-39. 

Via the in situ activation, applying sulfonic acid chlorides, covalent binding of bioactive molecules onto dextran was achieved by esterification of the polymer with a-naphthylacetic acid (1), nicotinic acid (2) and naproxen (3) homogeneously in DMF/LiCl using p-toluenesulfonyl chloride (tosyl chloride, TosCl) or methanesulfonic acid chloride (mesyl chloride, MesCl) and pyridine within 22 h at 30-70 °C (Fig. 22). 

NAPHTHO(l,2-d)TRIAZOLE-7-SULFONIC ACID,2-(4-(2-PHENYLETHEiNYL)-3-SULFOPHENYL)-, DISODIU-M see DXG025 a-NAPHTHYLACETlC see NAK500 NAPHTHYLACETIC ACID see NAK500 1-NAPHTHYLACETlC ACID see NAK500 a-NAPHTHYLACETlC ACID see NAK500 P-NAPHTHYL ALCOHOL see N.AXOOO... 

The presence of P-CD favors the formation of a charge-transfer (CT) complex between 2-methoxynaphthalene and o-dicyanobenzene, as demonstrated by the variations in the absorption spectrum. The excitation of the charge-transfer complex caused a structureless emission with maximum at 480 nm. Since methoxynaphthalene and dicyanobenzene do not form CT complexes in water, it was concluded that the complexed methoxynaphthalene and the complexed dicyanobenzene aggregate to form a 2 1 1 complex (CD-methoxynaphthalene-dicyanobenzene) [130]. The y-CD promoted formation of charge-transfer complexes between a- and / -naphthylacetic acid (as donors), picric acid, and four isomeric dinitrobenzoic acids (as electron acceptors) was reported in references 147 and 148. 

Harrison IT, Lewis B, Nelson P, et al. Nonsteroidal anti-inflammatory agents. I. 6-Substituted 2-naphthylacetic acids. J Med Chem 1970 13 203-205. 

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