55219-11-9

Basic information

• Product Name: Benzothiophene-2-carbonitrile
• Synonyms: 2-Cyanobenzothiophene;benzothiophene-2-carbonitrile;Benzo[b]thiophene-2-carbonitrile;2-Cyanobenzothiophene, Thianaphthene-2-carbonitrile;1-benzothiophene-2-carbonitrile
• CAS NO: 55219-11-9
• Molecular Formula: C₉H₅NS
• Molecular Weight: 159.21
• Product Categories: API intermediates
• Mol File: 55219-11-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 24-28 °C
• Boiling Point: 140 °C/0.5 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.68
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Benzothiophene-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiophene-2-carbonitrile(55219-11-9)
• EPA Substance Registry System: Benzothiophene-2-carbonitrile(55219-11-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 55219-11-9(Hazardous Substances Data)

Usage

Uses

Useful starter in benzothiophene chemistry.

InChI:InChI=1/C9H5NS/c10-6-8-5-7-3-1-2-4-9(7)11-8/h1-5H

Upstream product

• 95-15-8 Benzo[b]thiophene 
• 93-61-8 N-methyl-N-phenylformamide 
• 6314-42-7 benzo[b]thiophene-2-carboxamide 
• 106-95-6 allyl bromide 
• 530-62-1 1,1'-carbonyldiimidazole 
• 143-33-9 sodium cyanide 
• 126993-43-9 1,2-dithiophenyl-1,2-dicyanocyclopropane 
• 1334715-00-2 C₁₆H₁₃NOS 
• 3541-37-5 benzothiophene-2-carboxaldehyde 
• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 337470-45-8 N-hydroxy-benzo[b]thiophene-2-carboxamidine 
• 541549-95-5 C₁₇H₁₃NOS 
• 247568-43-0 2-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247566-98-9 2-(1-Benzylpiperidin-4-ylamino)-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247566-97-8 2-[1-(Ethoxycarbonyl)piperidin-4-ylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247568-42-9 2-(4-carboxycyclohexylamino)-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247568-41-8 2-[4-(methoxycarbonyl)cyclohexylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247567-04-0 2-[1-(Hydroxymethyl)cyclopentylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247566-99-0 2-[2-Hydroxy-1,1-bis(hydroxymethyl)ethylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247567-06-2 2-[1-(1-Hydroxymethyl)pentylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247567-03-9 2-(1-Formyl-4-piperidinylamino)-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247566-80-9 5-nitro-2-(4-oxocyclohexylamino)-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247566-94-5 2-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)propylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide 
• 247568-44-1 5-nitro-2-(4-piperidinylamino)-N-(1,3-benzodioxol-5-ylmethyl)benzamide 

Relevant articles and documents

Iron(II)-catalyzed direct cyanation of arenes with aryl(cyano)iodonium triflates

A direct oxidative cyanation of arenes under FeII catalysis with 3,5-di(trifluoromethyl)phenyl(cyano)iodonium triflate (DFCT) as the cyanating agent has been developed. The reaction is applicable to wide range of aromatic substrates, including polycyclic structures and heteroaromatic compounds. Copyright

Synthesis of 2-arylbenzoxazoles from flash vacuum pyrolysis of 2-methoxy-N-(arenylidene)anilines

Flash vacuum pyrolysis of 2-methoxy-N-(arenylidene)anilines 2a-g at 700 °C and 1 × 10-2 Torr gave the corresponding 2-arylbenzoxazoles 1a-g.

Anodic Cyanation of Benzothiophenes

The electrooxidation of benzothiophene and 2-methyl- and 3-methyl-benzothiophene was carried out in methanol containing sodium cyanide at a Pt anode in a divided cell.In all instances, heterocyclic ring-substitution products were obtained, together with minor amounts of addition products.With methylbenzothiophene, a small amount of side-chain-methoxylation product was also formed as a by-product.