159975-97-0Relevant academic research and scientific papers
Synthesis of 3-Acyl-5,6-dihydro-2-phenylthieno(-furo-)pyrimidin-4(3H)-ones
Maruoka, Hiroshi,Yamagata, Kenji,Yamazaki, Motoyoshi
, p. 993 - 998 (2007/10/02)
The reactions of 2-benzamido-4,5-dihydro-3-thiophene(-3-furan-)carbonitriles 1a-c (and 11a-c) with acetic (or propionic) anhydride in the presence of tin(IV) chloride give the corresponding 3-acetyl-5,6-dihydro-2-phenylthieno(-furo-)pyrimidin-4(3H)-ones 2a-c (and 12a-c) or 5,6-dihydro-2-phenyl-3-propionylthieno(-furo-)pyrimidin-4(3H)-ones 3a-c (and 13a-c).Hydrolysis of compounds 2a-c (and 12a-c) or 3a-c (and 13a-c) leads to the corresponding N-acetyl-2-benzamido-4,5-dihydro-3-thiophene-(-3-furan-)carboxamides 4a-c (and 14a-c) or 2-benzamido-4,5-dihydro-N-propionyl-3-thiophene-(-3-furan-) carboxamides 5a-c (and 15a-c).The reaction of compounds 4a,b (or 14a,b) with acid anhydrides in the presence of potassium carbonate or triethylamine gives the corresponding 3-acyl-2-benzamido-4,5-dihydrothiophenes (or furans) 9, 10, 16, and 17. - Key words: Thiophenes / Thienopyrimidines / Furans / Furopyrimidines
