34263-61-1

Basic information

• Product Name: Ethanone, 1-(3-aminobenzo[b]thien-2-yl)-
• Synonyms: 2-acetyl-3-aminobenzothiophen;2-Acetyl-3-aminobenzthiophen

Upstream product

• 873-32-5 2-Chlorobenzonitrile 
• 24653-75-6 1-mercaptopropan-2-one 
• 34761-11-0 2-cyanothiophenol 
• 598-31-2 1-bromoacetone 
• 63216-04-6 o-benzyl mercapto-benzonitrile 
• 612-24-8 o-nitrobenzonitrile 
• 7716-66-7 3-chloro-1,2-benzisothiazole 
• 123-54-6 acetylacetone 

Downstream Products

• 74897-27-1 2-acetyl-3-thiocyanatobenzothiophen 

Relevant articles and documents

Flash vacuum pyrolysis of 2-acetyl-3-azido[1]benzothiophene

Flash vacuum pyrolysis (FVP) of 2-acetyl-3-azido[1]benzothiophene at 300 °C provides 3-methyl [1]benzothieno[3,2-c]isoxazole (72%). At higher temperatures, the heteroindoxyl 1,2-dihydro[1]benzo-thieno[3,2-b]pyrrol-3-one was obtained in low yield (ca. 10%). The heteroindoxyl exists as a mixture of keto and enol forms in DMSO solution. Because of the easy oxidative dimerisation of these products to indigotin (and its heteroanalogues), such reactions are excellent examples of the synthetic advantages of FVP with the monomeric products conveniently generated under vacuum in a solvent-free, air-free environment.

HCV PROTEASE INHIBITORS

The present invention discloses a compound of general formula (I); A is O, S, CH, NH or NR', when O links with Z3, Z1 is N or CRZ1, Z2 is CRZ2, when Z1 links with O, Z2 is CH, Z3 is C-Ar; Ra, Rb, Rc and Rd independently is H, OH, halogen or -Y1-Rm; A1 is NH or CH2; R1' is alkyl, aryl, cycloalkyl, heterocycloalkyl or heteroaryl; A2 is N, O or linking bond; R1 is hydrogen, or, R1 linking covalently with R3 forms C5-C9 saturated or unsaturated hydrocarbon chain substituted by O or N; R3 is alkyl, cycloalkyl, heterocycloalkyl, alkyl substituted by cycloalky etc; R4 is alkoxy-CO, alkyl-NHCO, (alkyl)2NCO, or formyl substituted by aryl, cycloalkyl, heterocycloalkyl.

Straightforward synthesis of 2-acetyl-substituted benzo[b]thiophenes

Described herein is a green one-step protocol for the preparation of substituted 2-acetylbenzo[b]thiophenes from commercially available aromatic halides. This efficient method has the advantage of using water as the reaction medium, resulting in a high yield of pure cyclized products. Two scaffold types have been prepared using this general procedure: 2-acetylbenzo[b]thiophenes and 2-acetyl-3-aminobenzo[b]thiophenes, both crystallized directly from the reaction mixture, due to their low solubility with water, and without the need for an additional purification step. Georg Thieme Verlag Stuttgart · New York.