In 2019,Acta Crystallographica, Section E: Crystallographic Communications included an article by Majoumo-Mbe, Felicite; Nfor, Emmanuel Ngwang; Tsobnang, Patrice Kenfack; Eloundou, Valoise Brenda Nguepmeni; Yong, Joseph Ngwain; Iris Efeti, Ikome Ngwain. Synthetic Route of C6H6OS. The article was titled 《Synthesis, molecular and crystal structure of 1-(1,2-dihydrophthalazin-1-ylidene)-2-[1-(thiophen-2-yl)ethylidene]hydrazine》. The information in the text is summarized as follows:
The title compound, C14H12N4S, was synthesized by the condensation reaction of hydralazine and 2-acetylthiophene and during the reaction, a proton transfer from the imino nitrogen atom to one of the endocylic nitrogen atoms occurred. The compound crystallizes in the monoclinic crystal system with two independent mols. (mols. 1 and 2) in the asym. unit. In each mol., there is a slight difference in the orientation of the thiophene ring with respect to phthalazine ring system, mol. 1 showing a dihedral angle of 42.51 (1)° compared to 8.48 (1)° in mol. 2. This implies an r.m.s deviation of 0.428 (1) Å between the two mols. for the 19 non-H atoms. The two independent mols. are connected via two N-H···N hydrogen bonds, forming dimers which interact by two bifurcated π-π stacking interactions to build tetrameric motifs. The latter are packed in the ac plane via weak C-H···π interactions and along the b axis via C-H ···N and C-H···π interactions. This results a three-dimensional architecture with a tilted herringbone packing mode. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)
1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Synthetic Route of C6H6OS
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem