4218-22-8Relevant academic research and scientific papers
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.
Convenient Novel Syntheses of 1,1-Bis(heteroaryl)alkanes
Katritzky, Alan R.,Xie, Linghong,Fan, Wei-Qiang
, p. 4376 - 4381 (2007/10/02)
A variety of symmetrical 1,1-bis(heteroaryl)alkanes are prepared in excellent yields from the reaction of N-(α-benzotriazolylalkyl)carbamate 2 (itself easily available from the condensation of benzotriazole, an aldehyde, and an alkyl carbamate) with an excess of 2-methylthiophene or 2-methylfuran.When methyl N-(α-benzotriazolylalkyl)carbamate 2a is treated with 1 equiv of a heterocycle, the benzotriazolylalkyl-substituted heterocycle is formed.These intermediates react further with other heterocycles to give unsymmetrical 1,1-bis(heteroaryl)alkanes in good yields under mild conditions.
Photochemical reactions of Thienyl-, Bithienyl-, Terthienyl- and Thienylaroyl-methanols
Krishnaswamy, N. R.,Kumar, Ch. Siva Sai Kamana,Prasanna, S.
, p. 1801 - 1830 (2007/10/02)
Photochemical reactions of some thienyl-, bithienyl-, terthienyl- and thienylaroyl-methanols were studied in the neat state as well as in solvents like methanol and benzene.The terthienylmethanols were found to be susceptible to photo-sensitized oxidation which was inhibited by singlet oxygen quenchers.The photoproducts were isolated, characterised by spectroscopic methods and in some cases by synthesis.
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.
