4218-22-8Relevant articles and documents
Products from the Nitration of 2,5-Dimethylthiophene and Its 3,4-Dibromo Derivative. Two Modes of the Formation of Dithienylmethanes
Suzuki, Hitomi,Hidaka, Ichiro,Iwasa, Akemi,Mishina, Tadashi,Osuka, Atsuhiro
, p. 771 - 775 (1981)
The reaction of 2,5-dimethylthiophene with copper(II) nitrate in acetic anhydride gave 3-nitro-2,5-dimethylthiophene and 2,5-dimethyl-3-(5-methyl-2-thenyl)thiophene as major isolable products.The treatment of 3,4-dibromo-2,5-dimethylthiophene with nitric acid (d=1.5) in dichloromethane in the presence of a catalytic amount of sulfuric acid afforded 3,4-dibromo-5-methyl-2-(nitrooxymethyl)thiophene, which, on thin-layer chromatography over silica gel using hexane as the eluant, underwent a partial novel coupling reeaction through the loss of one of one methylene carbon atom, thus giving 3,3',4,4'-terabromo-5,5'-dimethyl-2-thienylmethane along with the expected 3,4-dibromo-2-hydroxymethyl-5-methylthiophene and bis(3,4-dibromo-5-methyl-2-thenyl) ether.
HYDROXYMETHYLATION OF METHYLSUBSTITUTED PYRROLE, THIOPHENE, AND FURAN IN THE PRESENCE OF H+ CATION EXCHANGERS
Iovel', I. G.,Gol'dberg, Yu. Sh.,Shimanskaya, M. V.
, p. 1316 - 1318 (2007/10/02)
In the reaction of formalin with the 2,5-dimethyl derivatives of pyrrole, thiophene, and furan in the presence of the sulfo cation exchanger Amberlyst 15 electrophilic substitution takes place at various positions of the rings with the formation of 2,5-dimethyl-1-hydroxymethylpyrrole, 1,3-dioxacycloheptano-2,5-dimethylthiophene (an intermediate in the formation of which is 2,5-dimethyl-3,4-dihydroxymethylthiophene), and 2,5-hexanedione respectively.Bis(5-methyl-2-thienyl)methane was obtained from 2-methylthiophene.
NEW SYNTHESIS OF SUBSTITUTED DIFURYL OR DITHIENYL METHANES
Riad, A.,Mouloungui, Z.,Delmas, M.,Gaset, A.
, p. 3169 - 3174 (2007/10/02)
New trisubstituted methanes derivatives are quantitatively and selectively obtained by condensation of 2-methylfuran or 2-methylthiophene with diverse aldehydes using macroporous ion-exchange resin as catalyst.Hydration rate of organic phase and sulfonic sites of catalyst determines a proper reaction progress.