Conclusions
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1.
The reaction of N-substituted 4-acyl-5-(α-acetylmercaptoalkyl)imidazolin-2-ones with methanol in the presence of BF3 etherate leads to 2-oxo-2,3-dihydro-1H-thieno[2,3-d]imidazole derivatives.
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2.
The alkylation of 2-oxo-2,3-dihydro-4-(δ-carboxybutyl)-1H-thieno[3,4-d]imidazole with either excess methyl iodide or benzyl chloride proceeds at the carboxyl group and both of the nitrogen atoms.
Literature cited
R. Duschinsky and L. A. Dolan, J. Am. Chem. Soc.,70, 657 (1948).
S. I. Zav'yalov, N. A. Rodionova, and O. V. Dorofeeva, Izv. Akad. Nauk SSSR, Ser. Khim., 1975,1679, 2829.
S. I. Zav'yalov, I. A. Rubtsov, L. L. Zheleznaya, A. B. Pavlova, and N. A. Rodionova, Izv. Akad. Nauk SSSR, Ser. Khim.,1973, 1679.
R. Duschinsky and L. A. Dolan, J. Am. Chem. Soc.,67, 2079 (1945).
R. Duschinsky and L. A. Dolan, J. Am. Chem. Soc.,68, 2350 (1946).
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Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1 pp. 225–227, January, 1979.