18774-47-5

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINOBENZO[B]THIOPHENE-3-CARBONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form complex molecular structures that can target specific biological pathways. Its unique chemical properties allow for the development of new drugs with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
In the agrochemical sector, 2-AMINOBENZO[B]THIOPHENE-3-CARBONITRILE serves as a vital building block in the creation of novel agrochemicals, such as pesticides and herbicides. Its reactivity and structural diversity enable the design of effective compounds that can protect crops from pests and diseases while minimizing environmental impact.
Used in Organic Compounds Production:
2-AMINOBENZO[B]THIOPHENE-3-CARBONITRILE is utilized as a building block in the production of various organic compounds, including dyes, pigments, and specialty chemicals. Its presence in these compounds imparts unique properties, such as color, stability, and reactivity, which are valuable in a wide range of applications.
Used as a Reagent in Chemical Reactions:
2-AMINOBENZO[B]THIOPHENE-3-CARBONITRILE also functions as a reagent in numerous chemical reactions, facilitating the synthesis of complex organic molecules. Its versatility in reacting with other compounds makes it an essential tool in the development of new chemical processes and the production of advanced materials.

InChI:InChI=1/C9H6N2S/c10-5-7-6-3-1-2-4-8(6)12-9(7)11/h1-4H,11H2

Upstream product

• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 17402-78-7 3-bromo-2-nitro-1-benzothiophene 
• 7342-82-7 3-Bromothianaphthene 
• 18774-46-4 N-(3-cyano-benzo[b]thiophen-2-yl)-acetamide 
• 612505-78-9 2-nitrobenzo[b]thiophene-3-carbonitrile 

Downstream Products

• 612505-97-2 2-(2-nitrophenylamino)benzo[b]thiophene-3-carbonitrile 
• 221060-42-0 2-(5-fluoro-2-nitrophenylamino)benzo[b]thiophene-3-carbonitrile 

Relevant academic research and scientific papers

Chemoselective Ullmann coupling at room temperature: A facile access to 2-aminobenzo[b] thiophenes

Various functionalized 2-aminobenzo[b]thiophenes have been synthesized at room temperature by the Ullmann coupling reaction for the first time. The enantiospecific coupling reaction has been further demonstrated without loss of optical purity. The newly synthesized 2-anilino-3-cyano-benzo[b]thiophenes are transformed into 11-amino-benzothieno[2,3-b]quinolines in the presence of triflic acid.

CATHEPSIN C INHIBITORS

Disclosed are 3-aminopyrrolidines of Formula (I) having pharmacological activity, pharmaceutical compositions containing them, and methods for the treatment of diseases mediated by the cathepsin C enzyme such as chronic obstructive pulmonary disease.

PIPERAZINE SUBSTITUTED ARYL BENZODIAZEPINES

Described herein are compounds of formula (I) wherein: is an optionally benzo-fused five or six member aromatic ring having zero to three hetero atoms independently selected from N, S, and O; Alk is (C1-4) alkylene or hydroxy substituted (C1-4) alkylene; X is oxygen or sulfur; R1 is hydrogen, (C1-6) fluoroalkyl, (C3-6) cycloalkyl, or (C1-4) alkyl, wherein the (C1-4) alkyl is unsubstituted or substituted with hydroxy, methoxy, ethoxy, OCH2CH2OH, or -CN; R2 is H, halogen, (C1-6) fluoroalkyl, (C1-6) cycloalkyl, OR4, SR4, N02, CN, COR4, C(O)OR4, CONR5R6 , NR5R6, S02NR5R6, NR5COR4, NR5SO2R4, optionally substituted aromatic, or (C1-6) alkyl, wherein (C1-6) alkyl is unsubstituted or substituted with a hydroxy group; R3 is hydrogen, (C1-6) fluoroalkyl, (C2-6) alkenyl, Ar, (C1-4)alkyl-Ar, or (C1-4) alkyl wherein (C1-4) alkyl is unsubsituted or substituted with a phenyl; R4 is hydrogen, (C1-6 alkyl, (C1-6) fluoroalkyl, or optionally substituted aromatic; R5 and R6 are independently hydrogen, (C1-6) alkyl, or optionally substituted aromatic, R7 is hydrogen, (C1-6) alkyl, (C1-6) fluoroalkyl, or optionally substituted aromatic; R8 and R9 are independently hydrogen, (C1-6) alkyl, or optionally substituted aromatic; Ar is optionally substituted phenyl, napthyl, monocyclic heteroaromatic or bicyclic heteroaromatic; Z1 and Z2 are independently selected from hydrogen, halogen, (C1-6) alkyl, (C1-6) fluoroalkyl, OR7, SR7, NO2, CN, COR7, CONR8R9, NR8R9, and optionally substituted aromatic; and all salts, solvates, optical and geometric isomers, and crystalline forms thereof. Also, described are the use of the compounds of formula (I) as antagonists of the dopamine D2 receptor and as agents for the treament of psychosis and bipolar disorders, and pharmaceutical formulations of the compounds of formula (I).

Method for producing benzo annelated heterocycles

Process for the preparation of benzo-fused heterocycles of general formula I: in which X, R1, R2, R3, R4, R5 and n are as defined in claim 1, by reacting tetrahydrobenzo-fused heterocycles of formula II: in which X, R1, R2, R3, R4, R5, n and Ac are as defined in claim 1, with a catalytic amount of a noble metal catalyst in the presence of a hydrogen acceptor and then deacylating the acylated amino group by the addition of an amine.