Synthesis of Some New Tetrahydrobenzo[b]thiophene Derivatives and Tetrahydrobenzothienopyrimidine Derivatives Under Microwave Irradiation

Crystal structure of 2-phenyl-5,6,7,8-tetrahydro-4H-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one, C16H13NO2S

“…The asymmetric unit of the crystal structure contains two independent molecules with little di erence in bond lengths and angles. In molecule A, the dihedral angle between the phenyl ring (C12-C16) and the thieno [2,3-d] [1,3]oxazin-4-one moiety (S1/C1-C10/O2/N1) is 4.54(2)°, whereas this value in molecule B slightly is larger (12.44°). The molecules in the crystal structure at least interact via two non-classical intermolecular hydrogen bonds, of which O1B and S1B work as hydrogen bond acceptors and C14A and C12A work as hydrogen bond donors.…”

“…A mixture of 4,5,6,7-tetrahydrobenzothiophene-2-benzoylamino-3-carboxylic acid (0.01 mol) and acetic anhydride (10 mL) was heated on a water bath for 5 h. The solid formed after removal of excess acetic anhydride was triturated with petroleum ether (40-60°C) and recrystallized from petroleum ether (80-100°C) to give 2-phenyl-5,6,7,8-tetrahydro-4H-benzo [4,5]thieno [2,3-d] [1,3]oxazin-4-one as yellow crystals; mp 137-140°C [1].…”

Recent developments regarding the use of thieno[2,3-d]pyrimidin-4-one derivatives in medicinal chemistry, with a focus on their synthesis and anticancer properties

“…The application of MWI to 36 and formamide yielded the pyrimidinone derivative 40, which can be reacted with P 2 S 5 , MeI, and a mixture of POCl 3 and PCl 5 to synthesize the 4-substituted TPs 41, 42, and 43, respectively. We should also note herein that compound 38 can be transformed to derivative 39 under MWI through the use of benzylamine (Scheme 12) [31].…”

Design, synthesis and evaluation of novel tetrahydropyridothienopyrimidin-ureas as cytotoxic and anti-angiogenic agents

“…As a class of nitrogen containing heterocyclic compounds, thienopyrimidine derivatives have been known as tyrosine kinase inhibitors along with remarkable biological activities such as antimicrobial, prolyl hydroxylase antagonist, antimalarial, and anti-inflammatory. Besides, uracil, thymine, and cytosine nucleobases have shown similar structures to pyrimidine , 15 – 20 . In recent years, urea-based derivatives have attracted attentions in drug design and development, since this functionality caused improved drug potency and selectivity 21 .…”