Ethyl bromacetate

The previously published results [142, 143] devoted to the synthesis of thiazolo [3,2-a]imidazol-2-ones attracted attention of Krasovskii et al. [144] to synthesize corresponding ylidene derivates and to investigate biological activities, promising to be interesting for the medicinal chemistry. By heating 2-aminothiazoles with ethyl bromacetate and a variety of aromatic aldehydes at the appropriate temperature (either 80°C or reflux) in the glacial acetic acid with anhydrous sodium acetate, ylidene derivates of structures 102-104 were isolated (Scheme 48). 

Ethyl bromacetate Ethyl chlorosulfonate Ethyldichlorarsine Ethyl iodoacetate Hexachlorethane HC mixture... 

Ethyl bromacetate ( C H,0sBr ) + Butyric acid ( CgHgOa ) 1-Naphthyl acetate ( CiaHt 0O2 ) + Trichloracetic acid Kendall and Booge, 1916 ( CaHOgCl, )... 

Ethyl bromacetate Lecat, 1949 ( Ci H OgBr + Isobutyric acid ... 

Additional Exorcists.—Other suitable bimolecular reactions -which may be studied are the following Reaction between ethyl bromacetate and sodium thiosulphate (Trans. Chcm. Soe, 190S, 87, 481) reaction between hydrogen peroxide and hydriodic acid in the presence of various catalysts (ZeiiscAer. physikal. Chcm., 1901, 37, 257) reaction between potassium persulphate and hydriodic acid (Zeitsekr. physikal. Chem., 1898, 27, 477) velocity of esterification of acids by alcohols (Zeitsehr. physikal. Chtm., 1907, 60, 728 Trans. Chem. Soe., 1910, 97, 19). 

Phenyl ethyl selenide, C6H5.Se.C2H5.3—Phenyl selenide (10 grams) is dissolved in one equivalent of sodium hydroxide in the minimum of water, 50 c.c. of absolute alcohol then added, followed by 20 grams of ethyl bromide. The mixture is heated under reflux for fifteen minutes, then diluted with four times its volume of cold water, extracted three times with ether, the extract washed with water, dried over calcium chloride and distilled. Rectification of the oil obtained gives a 72 per cent, yield of the required selenide, boiling at 214° to 216° C. Treatment with bromacetic acid converts the selenide into phenyl-selenoglycollic acid.4... 

Diphenyl-telluretin bromide methyl ester,2 (C6Hs)2Te(Br). CH2.COOCH3, is obtained by the interaction of diphenyl telluride and methyl bromacetate. It is a white powder, M.pt. 99° to 100° C., very soluble in hot water and separating on cooling as prismatic crystals, M.pt. 105° to 106° C. Boiling alcohol splits it up into its components. The corresponding ethyl ester melts at 63° to 64° C. 

Bromacetic eater. Heat at 150° C. for 8 hours. Ethyl mercuric bromide, traces of ethyl acetate. SeU and Lippmann, J. prakt, Chem, 1866, (1), 99, 432. 

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