20532-28-9

Basic information

• Product Name: 1-Benzothiophen-5-amine
• Synonyms: IFLAB-BB F0817-0001;BENZO[B]THIOPHEN-5-YLAMINE;5-AMINOBENZOTHIOPHENE;1-BENZOTHIOPHEN-5-AMINE;1-Benzothiophen-5-amine, 95+%;benzothiophen-5-amine;1-BENZOTHIEN-5-YLAMINE HYDROCHLORIDE;5-Aminobenzothiophen
• CAS NO: 20532-28-9
• Molecular Formula: C₈H₇NS
• Molecular Weight: 149.21
• Mol File: 20532-28-9.mol
• Article Data: 18

Chemical Properties

• Melting Point: 72 °C
• Boiling Point: 313.1 °C at 760 mmHg
• Flash Point: 143.2 °C
• Appearance: white crystals
• Density: 1.294 g/cm³
• Vapor Pressure: 5.56E-06mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.10±0.10(Predicted)
• CAS DataBase Reference: 1-Benzothiophen-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzothiophen-5-amine(20532-28-9)
• EPA Substance Registry System: 1-Benzothiophen-5-amine(20532-28-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• Hazardous Substances Data: 20532-28-9(Hazardous Substances Data)

Usage

General Description

1-Benzothiophen-5-amine, also known as 5-Aminobenzothiophene, is an organic compound with the chemical formula C8H8NS. It consists of a benzene ring fused to a thiophene ring, with an amine group attached at the 5-position of the thiophene ring. This chemical compound is commonly used in pharmaceutical research and organic synthesis, serving as a building block for the production of various pharmaceutical drugs and other organic compounds. It has demonstrated potential as an antipsychotic agent and has also been studied for its potential use in treating certain types of cancers. Additionally, it is used in the production of dyes, pigments, and materials for organic electronic devices. 1-Benzothiophen-5-amine is considered to be a versatile and valuable chemical building block in the field of organic chemistry.

InChI:InChI=1/C17H26O/c1-2-3-4-5-14-6-8-15(9-7-14)16-10-12-17(18)13-11-16/h10-15,18H,2-9H2,1H3

Upstream product

• 51830-48-9 1-(benzo[b]thiophen-5-yl)ethan-1-ol 
• 20532-33-6 5-chlorobenzothiophene 
• 4923-87-9 5-bromobenzo[b]thiophene 
• 82301-36-8 (2-formyl-4-nitro-phenylsulfanyl)-acetic acid 
• 81146-80-7 (4-nitro-phenylsulfanyl)-acetaldehyde dimethylacetal 
• 23081-03-0 5,5'-dinitro-2,2'-disulfanediyl-bis-benzaldehyde 
• 49709-31-1 2-chloro-5-nitro-3-ethylbenzene 
• 6361-21-3 2-chloro-5-nitrobenzaldehyde 
• 6345-55-7 5-nitrobenzo[b]thiophene-2-carboxylic acid 
• 20699-86-9 methyl 5-nitrobenzo[b]thiophene-2-carboxylate 
• 67-56-1 methanol 
• 4965-26-8 5-nitrobenzo[b]thiophene 
• 108-98-5 thiophenol 
• 408340-24-9 2-ethyl-4-amino-thiophenol 

Downstream Products

• 433303-94-7 1-(5-benzo[b]thiophenyl)piperazine 
• 20532-30-3 5-methoxybenzothiophene 
• 16587-54-5 bis-benzo[b]thiophen-5-yl disulfide 
• 175425-04-4 benzyl benzo[b]thiophen-5-ylcarbamate 
• 1400191-40-3 (R)-N-(1-phenylethyl)benzo[b]thiophen-5-amine 
• 1153338-17-0 C₁₆H₁₅NS 
• 1017103-67-1 (2-hydroxyphenyl)(thieno[3,2-f]quinolin-8-yl)methanone 

Relevant articles and documents

Method for preparing amine through catalytic reduction of nitro compound by cyclic (alkyl) (amino) carbene chromium complex

The cyclic (alkyl) (amino) carbene chromium complex is prepared from corresponding ligand salt, alkali and CrCl3 and used for catalyzing pinacol borane to reduce nitro compounds in an ether solvent under mild conditions to generate corresponding amine. The method for preparing amine has the advantages of cheap and accessible raw materials, mild reaction conditions, wide substrate application range, high selectivity and the like, and is simple to operate.

Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications

Transition metal catalysis that utilizes N-heterocyclic carbenes as noninnocent ligands in promoting transformations has not been well studied. We report here a cyclic (alkyl)(amino)carbene (CAAC) ligand-promoted nitro deoxygenative hydroboration with cost-effective chromium catalysis. Using 1 mol % of CAAC-Cr precatalyst, the addition of HBpin to nitro scaffolds leads to deoxygenation, allowing for the retention of various reducible functionalities and the compatibility of sensitive groups toward hydroboration, thereby providing a mild, chemoselective, and facile strategy to form anilines, as well as heteroaryl and aliphatic amine derivatives, with broad scope and particularly high turnover numbers (up to 1.8 × 106). Mechanistic studies, based on theoretical calculations, indicate that the CAAC ligand plays an important role in promoting polarity reversal of hydride of HBpin; it serves as an H-shuttle to facilitate deoxygenative hydroboration. The preparation of several commercially available pharmaceuticals by means of this strategy highlights its potential application in medicinal chemistry.

Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation

A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a variety of functional groups and heterocycles, as well as allows tandem C-N couplings with conjunctive dihalides. Furthermore, the heterogeneous characteristic of Cu@PPL has enabled a straightforward catalyst separation in multiple times of recycling with negligible catalytic efficiency loss by simple filtration, affording reaction mixtures containing less than 1 ppm of Cu residue. [Figure not available: see fulltext.]