Methyl salicylate procedure

This procedure is used in pharmacopoeial assays of benzyl benzoate, dimethyl phthalate, ethyl oleate, methyl salicylate, cetostearyl alcohol, emulsifying wax, castor oil, arachis oil, cod liver oil, coconut oil. 

Procedure Mix surfactant and fragrance oil with enough heat to make a clear solution. Add water slowly with stirring. This procedure can also be used to solubilize the flavor oils methyl salicylate, peppermint oil, or spearmint oil in water (5, 7, 5 g, respectively, of polysorbate-80 per gram of oil) for mouthwash. 

Heteroarenes and Benzannulated Heterocycles. The heteroatom arylation methods involving 2-(trimethylsilyl)phenyl triflates have been extended to the preparation of heterocycles. Acridones, xanthones, and thioxanthones are readily obtained by reacting methyl 2-aminobenzoate, methyl salicylate, or methyl thiosalicylate, respectively, with the aryne generated from 2-(tri-methylsilyl)phenyl triflate (eq 8). The ar3me is also used to prepare various benzannulated heterocycles via a three-component coupling process where at least one other cort5)onent is an imine or carbonyl compound. This procedure provides simple entry to racemic substituted benzoitninofurans, 2-iminoisoindolines, ... 

Procedure Methyl salicylate (0.05 ml) in a test tube is mixed with 0.2 ml of 5 N NaOH and 1 ml of ethylene glycol and the mixture boiled for 5 min. After dilution with 3 ml of water the mixture is neutralized with sulfuric acid (decoloration of phenolphthalein). The neutral solution is mixed with 5 ml of a saturated solution of S-l-naphthylmethylthiuronium chloride and, with warming, ethanol until dissolution is complete. The mixture is then filtered through a small folded filter and the filtrate is cooled in a refrigerator. The crystallized salt is collected (with suction) on a filtration tube yield, 50 mg mp, 167-168 °C. 

Procedure A mixture of 1 g of methyl salicylate and 3 ml of ethanolamine in a 10-ml flask is refluxed for 1 hr. After cooling, the mixture is carefully acidified with hydrochloric acid (test with Congo paper) and 5 ml of liquid are distilled off. The residue in the flask is cooled in a refrigerator, and the separated amide is collected by filtration on a filtration tube and then washed twice with 1 ml of water. Yield, 0.56 g mp, 110 °C. Crystallization from 10 ml of 50% ethanol gives 0.26 g, mp 115 — 116 °C. The distillate is worked up as in the procedure given on p. 152 for the identification of alcohols in aqueous solutions by reaction with 3,5-dinitrobenzoyl chloride. 

In Fig. 36 I have plotted Ne vs Pe values for n-hexanoic acid and 2,2,2-trichloroethanol at 16°C from my own data obtained by the bubbler-tube procedure. The lines are both distinctly concave upwards, on the right of the R-line. In Fig. 37,1 show the great difference between the Ne and the Xe plots for methyl salicylate from Raoult s data. This again is illustrated for the example of diethyl ether and sulfuric acid at 30°C from the data of Campbell (Fig. 38). 

The indomethacin hydrolysis product 2-methyl-5-methoxy indole acetic acid fluoresces at 385 nm after excitation at 300 nm in 0.1N NaOH,(41) and at 387 nm after excitation at 312 nm in pH 11.6 buffer(42). The latter procedure claimed a threefold increase in detectability. Neither method distinguishes indomethacin from salicylates. Clinical studies employing subjects administered aspirin must use a separation prior to fluorescence analysis. Without adequate separation the indole metabolites as well as salicylate, produce a positive assay bias. 

Nucleoside Triphosphates and Their Analogues. - A review has been given of the most useful methods for the synthesis of nucleoside triphosphates. 5 -Triphosphates of 8-(alkylthio)adenosines have been prepared as inhibitors of nucleoside triphosphate diphosphohydrolase, and the triphosphates 202 and that derived from 2,2 -anhydrouridine have been made as agonists for P2X2-purinoceptors, but they showed lesser potencies than the parent nucleosides. Derivatives of ATP, UTP and CTP have been prepared in which methyl ketone groups are attached via spacers to the base units, in order to permit interaction with fluorescent probes after enzymic incorporation into oligonucleotides. The triphosphate was assembed by Eckstein s procedure, in which a 2, 3 -0-iso-propylidene nucleoside is treated sequentially with salicyl phosphorochloridite, pyrophosphate and an oxidant. ... 

Farran and Bertrand (2012) have reported two methods for the synthesis of substituted [2,3]-dihydro-2-methyl-benzofliran-3-ones from corresponding salicylate esters under microwave irradiation. It was observed that a two step sequence via ether intermediates was convenient for various substituted salicylate derivatives, while the second strategy involving a one pot procedure was efficient for electron-donating substituted salicylates. 

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