93362-37-9Relevant articles and documents
REACTION OF 2-CYANO-3-(4,5-DIBROMO-2-FURYL)-2-PROPENENITRILE AND METHYL 2-CYANO-3-(4,5-DIBROMO-2-FURYL)-2-PROPENOATE WITH NUCLEOPHOLES
Kada, Rudolf,Knoppova, Vera,Kovac, Jaroslav,Cepec, Pavel
, p. 984 - 991 (2007/10/02)
Methyl 2-cyano-3-(4-bromo-5-R-X-2-furyl)-2-propenenitriles and -2-propenoates were prepared from 2-cyano-3-(4,5-dibromo-2-furyl)-2-propenenitrile and methyl 2-cyano-3-(4,5-dibromo-2-furyl)-2-propenoate and the respective nucleophiles R-XNa (X=S,R=C6H5, 2-benzimidazolyl, 2-benzothiazolyl, 2-pyrimidinyl, and X=SO2, R=C6H5).The same products also originate by condensation of 4-bromo-5-R-X-2-furaldehydes with malononitrile or methyl cyanoacetate under catalysis of alcoholates.Bis(3-bromo-5-formyl-2,2'-furyl)sulfide and bis(5-formyl-2,2'-furyl)sulfide were prepared from4-X-5-bromo-2-furaldehydes (X=H,Br) react with sodium sulfide. 4-Bromo-5-X-2-furaldehydes (X=H,Br) react with sodium hydrogen selenide to give bis-(3-bromo-5-formyl-2,2'-furyl)- or bis(5-formyl-2,2'-furyl) selenides. 2-Cyano-3-(4-bromo-5-amino-2-furyl)-2-propenenitrile and methyl 2-cyno-3-(4-bromo-5-amino-2-furyl)-2-propenoate were synthesized from corresponding 4,5-dibromo derivatives, sodium azide and malononitrile.All compounds are characterized by UV spectral data; kinetics of nucleophilic substitution reactions with piperidine is presented, as well.