Phenyl thienyl ketone

In a i-l. three-neck flask equipped with a mechanical stirrer, a reflux condenser, and a thermometer (with bulb immersed in the liquid), are placed ioo g. (0.75 mole) of anhydrous aluminum chloride and 300 g. of carbon disulfide (Note 1). The suspension is cooled to 15-25° and a solution of 60 g. (0.71 mole) of thiophene (p. 72) and 105 g. (0.75 mole) of benzoyl chloride in 225 g. of carbon disulfide is added through the condenser, with stirring, over a period of three and one-half hours (Note 2). The solution is allowed to warm up to room temperature, and stirring is continued for three more hours the reaction mixture is then allowed to stand overnight. The mixture is refluxed on the water bath for three and one-half hours, cooled, poured on ice, and extracted with ether. The ether extract is washed successively with sodium carbonate solution and water, and then dried over calcium chloride. The ether is removed by distillation on the water bath, and the residue is distilled under reduced pressure. The yield of product boiling at 200-209 V30-40 mm. is ir7-r20 g. (88-90 per cent of the theoretical amount). On crystallization from 1 I. of petroleum ether (b.p. 65-1x0°) there is obtained 110 112 g. of product melting at 52°. Another crystallization 

The carbon disulfide was dried over calcium chloride. 

Thiophene and aluminum chloride react vigorously in carbon disulfide suspension. Subsequent addition of a carbon disulfide solution of benzoyl chloride produces a tar, and a low yield of ketone results. 

Phenyl thienyl ketone has been prepared by treatment of benzoyl chloride with thienylmercuric chloride 1 by treatment of thiophene with benzoyl chloride in the presence of thienylmercuric chloride,2 phosphorus pentoxide,3 stannic chloride,4 and aluminum chloride.5 It has also been prepared from thienyl-magnesium iodide and benzonitiile.6 

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PHENYL-4-(3, 4 -DmETn0XYBENZAL)-OXAZOLONE, 13, 8 Phenylhydrazine, 10, 113 /3-Phenylhydroxylamine, 10, 113 Phenylpropiolic acid, 12, 60 Phenyl propionate, 13, 90, 91 Phenyl thienyl ketone, 12, 62... 

Problem 20.8 Use any necessary inorganic reagents to prepare (a) a,a dimethyIthiophene from CHjCOOCjH, (5) phenyl 2-thienyl ketone from PhCOOH and OHCCHjCHjCHO. <... 

FC acylation and alkylation As pyrroles and furans are not stable in the presence of Lewis acids, which are necessary for FC alkylations and acylations, only thiophene, which is stable in Lewis acids, can undergo these reactions. Thiophene reacts with benzoyl chloride in the presence of aluminium chloride to produce phenyl 2-thienyl ketone. 

Phenylpyrimidine, AQ91 Phenyl 2-pyrryl ketone, AT06 Phenylpyruvic acid, AP04 Phenyl 2-thienyl ketone, AS92 Phenylthioacetonitrile, AM4l Phenyl trichloromethyl sulfide,... 

Phenyl-(2-thienyl)ketone Potassium cyanide Ammonium carbonate... 

C ftH]uN04 146726-10-5) see Trovafloxacin mesilate ethyl (2K,3/ )-3-phenyl-2-oxiranccarboxylate (CU11 202 126060-73-9) see Docetaxel ethyl 4-phenylpiperidine-4-carboxvlate (Cl4H.i,N02 77-17-8) see Anileridine Diphenoxylate ethyl 2-phcnylpropionate (C, 111402 2510-99-8) see Loxoprofen ethyl phenylpyruvate 4-nitrophenylhydrazone (C 2H 7N,04 33671-11-3) see Niinetazepam 4-ethylphenyl 2-thienyl ketone (C, H,2OS 52779-81-4) see Suprofen ethylphosphonic acid bis(dimethylamide)... 

Of aromatic ketone hydrazones, benzophenone hydrazone is oxidized with yellow mercuric oxide [387, 390] or red mercuric oxide [387], fluo-renone hydrazone is oxidized with mercuric oxide [5SS] or nickel peroxide [935], and di-a-thienyl ketone hydrazone and phenyl naphthyl ketone hydrazones are oxidized with silver oxide or manganese dioxide [370] (equations 459-461). 

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