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Furan derivatives. XXXV. Preparation of substituted 5-phenyl-2-furfuryl bromides, isothiocyanates, and thiocyanates

A. Krutošíková, J. Kováč, and R. Frimm

Department of Organic Chemistry, Slovak Technical University, 880 3/ Bratislava

 

Abstract:  By the effect of phosphorus tribromide on 5-(X-phenyl)-2-furfuryl alcohols 5-(X-phenyl)-2-furfuryl bromides were prepared. From these substances 5-(X-phenyl)-2-furfuryl thiocyanates were obtained by using ammonium thiocyanate. (X = 4-N02 , 3-NO2, 2-N02,4-Cl, 3-Cl, 2-Cl, 4-Вг, H, and 4-CH3.) Moreover, there is presented a synthesis of some isothiocyanates of 5-(X-phenyl)-2-furfuryl type based on the direct action of thiophosgene on the corresponding amines or on the heating of corresponding 5-(X-phenyl)-2-furfuryl bromides with potassium thiocyanate in dimethylformamide.

Full paper in Portable Document Format: 271a107.pdf

 

Chemical Papers 27 (1) 107–111 (1973)

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