Ethyl acet anilide

For the high-performance liquid chromatography (HPLC) determination of napro-anilide and its metabolite, 200 mL of 2% sodium sulfate in 0.1M potassium hydroxide solution are added to the concentrate derived from Section 2.2.2. The solution is shaken twice with 100 mL each of dichloromethane or ethyl acetate-n-hexane (1 1, v/v) for 10 min. The combined organic layer is concentrated. " ... 

Almost all anilides in water samples are directly extracted with ethyl acetate or dichloromethane, and the method of multi-residue analysis can be applied to the water samples. However, in the case of naproanilide, the water sample is extracted with an organic solvent under acidic conditions. A 5-mL volume of 1N hydrochloric acid and 50 mL of ethyl acetate-n-hexane (1 1, v/v) are added to 200 mL of water sample, and the mixed solution is shaken vigorously using a mechanical shaker for... 

A monitoring system has been established to determine 90 pesticides including anilides and 10 related degradation products in river water. Pesticide residues in the water sample are collected on a PS-2 cartridge (265-mg) at a flow rate of 10 mL min, eluted with 3 mL of acetone, 3 mL of n-hexane and 3 mL of ethyl acetate successively, and determined by GC/MS. Overall recoveries ranged from 72 to 118%. Recoveries of mepronil, naproanilide, propanil and flutolanil at fortification levels of 0.1 and 2 mg kg Mn water by this method were 80-112%. The LODs were 0.01 -0.1 pg L ... 

B. 7-Fluoroisatin (3). A 250-mL, three-necked, round-bottomed flask fitted with a condenser and a thermometer is charged with 100 mL of coned sulfuric acid. After heating to 70°C, 30.0 g (0.165 mol) of anilide 2 (Note 9) is added over a period of 1 hr. The resulting deep red solution is heated to 90°C (Note 10) for 60 min (Note 11) and then is cooled to room temperature (20°C) over an ice bath (Note 12). The mixture is then added rapidly to a vigorously stirred mixture of 1.0 L of ice water and 200 mL of ethyl acetate (Note 13). The organic phase is separated and the almost black aqueous phase is extracted twice with 200 mL of ethyl acetate (Note 14). The combined red organic phases are dried with sodium sulfate. The solvent is removed under reduced pressure and the crude product is dried at low pressure, whereupon 12.9 to 15.7 g (47-57%) of an orange powder, mp 186-190°C, is obtained (Note 15). The crude product is sufficiently pure for the next step. Further purification is possible by recrystallization from acetone/water. 

A mixture of 23 g of 2 -(2,3-epoxypropoxy)-furan-2-carboxylic acid anilide, 7.3 g of t-butylamine and 50 ml of isopropanol is boiled under reflux for 10 hours. On cooling, 2 -(2-hydroxy-3-t-butylaminopropoxy)-furan-2-carboxylic acid anilide (ancarolol) crystallizes out from the solution. The chromatographically pure base is obtained in the form of a white solid of melting point 112°-113°C by recrystallization from ethyl acetate. The yield is 12 g. The colorless, crystalline base is dissolved in alcohol, alcoholic HCI is added and the hydrochloride is induced to crystallize by adding ether dropwise. After isolation, the salt is recrystallized again from ethanol. This gives 10 g of the hydrochloride, melting point 189°-191°C. 

Anilides and toluides of low-molecular-weight carboxylic acids were analysed by GC by Umeh [180,181 ], as follows. A 0.5-ml volume of a solution of Ci—C8 acids (each at a concentration of 0.5 M) in ethyl acetate was pipetted into a dry test-tube containing 0.15 ml of thionyl chloride, and 0.5 ml of aniline was added. The open test-tube was heated in a sand-bath at 60—80°C for 5 min, cooled in an ice-bath for 2 min and, after mixing with 10 ml of 1 M sodium hydrogen carbonate solution, 10 ml of a 0.1% solution of methyl myristate in ethyl acetate were added and the test-tube, still open, was stirred until effervescence ceased. Then the test-tube was stoppered, shaken vigorously for 30 min and allowed to stand until the phases separated. It was possible to inject 2 pi of the acetone layer or to isolate the layer completely and dry and store it. 

A soln. of 3 gm. a-phenacylpyridine oxime in abs. ether shaken while gradually treated with no more than 3 gm. of PCI, shaking continued for 3 hrs., then made faintly alkaline with K2C0s — crude a-pyridylacetic acid anilide (Y 90%) dissolved in abs. alcohol, HCl-gas passed in, and boiled 3 hrs. —ethyl a-pyridyl-acetate (startg. m. f. 356) (Y 80-85%). (F. Galinovsky and G. Kainz, M. 77, 137 (1947).)... 

Methyl-3-morpholino-2-pentenethioic acid anilide treated with phenyl isocyanate, whereupon after generation of heat and liquefaction the mixture is heated ca. 2 hrs. on a steam bath l,3-diphenyl-5-methyl-6-ethyl-4-thiouracil (Y 80%) suspended in a soln. of hydrated Na-acetate in acetic acid, stirred and treated with 36%-H202 below 35° with water cooling, stirring continued for 3 hrs. l,3-diphenyl-5-methyl-6-ethyluracil (Y 80%). F. e. s. G. Bianchetti, P. Dalla Groce, and D. Pocar, G. 94, 606 (1964). 

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