caa a22 4500 467948852 CHVBK 20180405193740.0 cr unu---uuuuu 170328e20041001xx s 000 0 eng 10.1007/s10593-005-0082-y doi (NATIONALLICENCE)springer-10.1007/s10593-005-0082-y (NATIONALLICENCE)springer-10.1007/s10593-005-0018-6 New method for the synthesis of thieno[2,3- d ]pyrimidines [Elektronische Daten] [O. Ryabova, M. Evstratova, V. Makarov, V. Tafeenko, V. Granik] The reaction of 5-formyl-4-thiocyanatopyrimidines with nitromethane was studied under various conditions. The reaction was found unexpectedly to proceed with closure of a thiophene ring to give thieno[2,3-d]pyrimidines. The use of ammonium acetate as the catalyst leads to a side reaction involving closure of an isothiazole ring to give isothiazolo[5,4-d]pyrimidines. X-ray diffraction crystallographic analysis was used to confirm the structure of thieno[2,3-d]pyrimidine. Springer Science+Business Media, Inc., 2004 isothiazolo[5,4- d ]pyrimidine nationallicence thieno[2,3- d ]pyrimidine nationallicence nitromethane nationallicence 5-formylpyrimidine nationallicence thieno[2, 3- d ]pyrimidine nationallicence isothiazolo[5, 4- d ]pyrimidine nationallicence Ryabova O. State Antibiotics Research Center, 117105, Moscow, Russia aut Evstratova M. State Antibiotics Research Center, 117105, Moscow, Russia aut Makarov V. State Antibiotics Research Center, 117105, Moscow, Russia aut Tafeenko V. M. V. Lomonosov Moscow State University, 119234, Moscow, Russia aut Granik V. State Antibiotics Research Center, 117105, Moscow, Russia aut Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Consultants Bureau 40/10(2004-10-01), 1352-1358 0009-3122 40:10<1352 2004 40 10593 https://doi.org/10.1007/s10593-005-0082-y text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-005-0082-y text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Ryabova O. State Antibiotics Research Center, 117105, Moscow, Russia aut NATIONALLICENCE 700 1- Evstratova M. State Antibiotics Research Center, 117105, Moscow, Russia aut NATIONALLICENCE 700 1- Makarov V. State Antibiotics Research Center, 117105, Moscow, Russia aut NATIONALLICENCE 700 1- Tafeenko V. M. V. Lomonosov Moscow State University, 119234, Moscow, Russia aut NATIONALLICENCE 700 1- Granik V. State Antibiotics Research Center, 117105, Moscow, Russia aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Kluwer Academic Publishers-Consultants Bureau 40/10(2004-10-01), 1352-1358 0009-3122 40:10<1352 2004 40 10593 NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-005-0018-6 text/html Onlinezugriff via DOI Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE NATIONALLICENCE NL-springer