Benzo[b]thiophene-3-carboxaldehyde

Base Information

• Chemical Name: Benzo[b]thiophene-3-carboxaldehyde
• CAS No.: 5381-20-4
• Molecular Formula: C9H6OS
• Molecular Weight: 162.212
• Hs Code.: 29349990
• European Community (EC) Number: 611-051-9
• NSC Number: 18872
• UNII: 88C6MH2ME3
• DSSTox Substance ID: DTXSID70280832
• Nikkaji Number: J265.545D
• Wikidata: Q72440007
• Pharos Ligand ID: M4A3A92AGN97
• ChEMBL ID: CHEMBL596015
• Mol file: 5381-20-4.mol

Synonyms:5381-20-4;Benzo[b]thiophene-3-carboxaldehyde;benzo[b]thiophene-3-carbaldehyde;1-benzothiophene-3-carbaldehyde;Thianaphthene-3-carboxaldehyde;3-Formylbenzo[b]thiophene;88C6MH2ME3;CHEMBL596015;Benzo(b)thiophene-3-carboxaldehyde;MFCD00052376;NSC-18872;benzothiophene-3-carbaldehyde;NSC18872;3-formylbenzothiophene;UNII-88C6MH2ME3;SCHEMBL40953;thianapthene-3-carboxaldehyde;3-Benzothiophenecarboxaldehyde;benzo[b]thiophene-3-aldehyde;benzothiophene-3-carboxaldehyde;1-benzothiophene 3-carbaldehyde;benzo[b]thiophen-3-carbaldehyde;benzo[b]thiophen-3-carboxaldehyde;benzo[d]thiophen-3-carboxaldehyde;DTXSID70280832;BDBM50358746;NSC 18872;Thianaphthene-3-carboxaldehyde, 95%;AKOS001261262;CS-W002251;PS-4273;BP-12662;SY014520;A7817;AM20061110;B4086;FT-0607373;EN300-24744;J-519710;F0001-1398;Z199535912

Chemical Property of Benzo[b]thiophene-3-carboxaldehyde

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 0.000944mmHg at 25°C
• Melting Point: 53-57 °C(lit.)
• Refractive Index: 1.719
• Boiling Point: 303.2 °C at 760 mmHg
• Flash Point: 137.2 °C
• PSA: 45.31000
• Density: 1.3 g/cm³
• LogP: 2.71380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.01393598
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]thiophene-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)C=O
• Uses: Thianaphthene-3-carboxaldehyde (Benzo[b]thiophene-3-carboxaldehyde) may be used as a starting material in the multi-step synthesis of anthra[2,3-b:7,6-b′]bis[1benzothiophenes (ABBTs). It may be used in the synthesis of :6-(N,N-dimethylamino)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one6-(pyrrolidin-1-yl)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one(Z)-2-(benzo-[b]-thio-phen-3-yl-methyl-ene)-1-aza-bi-cyclo-[2.2.2]-octan-3-one

Technology Process of Benzo[b]thiophene-3-carboxaldehyde

There total 21 articles about Benzo[b]thiophene-3-carboxaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

3-Bromothianaphthene (7342-82-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → benzothiophene-3-carboxaldehyde (5381-20-4)

Guidance literature:

3-Bromothianaphthene; With n-butyllithium; In diethyl ether; at -78 ℃;

N,N-dimethyl-formamide;

DOI:10.1021/jo8020105

Reference yield: 85.0%

benzo[b]thiophene-3-carbonitrile (24434-84-2) → benzothiophene-3-carboxaldehyde (5381-20-4)

Guidance literature:

With sodium hydride; zinc(II) chloride; In tetrahydrofuran; mineral oil; at 40 ℃; for 2.5h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0039-1690838

Reference yield: 83.0%

Dichloromethyl methyl ether (4885-02-3) + Benzo[b]thiophene (95-15-8,11095-43-5) → benzothiophene-3-carboxaldehyde (5381-20-4)

Guidance literature:

With titanium tetrachloride; In chloroform; for 4h; Reflux;

DOI:10.1016/j.tetlet.2012.04.055

upstream raw materials:

3-chloromethylbenzothiophene

hexamethylenetetramine

methyllithium

⁽¹⁾benzothieno(3,2-d)isoselenazole

Downstream raw materials:

3-styrylbenzothiophene

2-(4-methoxyphenyl)-1-benzothiophene-3-carbaldehyde

2-(4'-benzotrifluoride)-benzo[b]thiophene-3-carboxaldehyde

(Z)-4-(benzo[b]thiophen-3-ylmethylene)-2-phenyl-4H-oxazol-5-one

Refernces

• 1、 Buijs, Ned,Campagna, Roberto,Emanuelli, Monica,Gao, Yongzhi,Innocenti, Paolo,Jespers, Willem,Martin, Nathaniel I.,Parsons, Richard B.,Sartini, Davide,Van Haren, Matthijs J.,Van Westen, Gerard J. P.,Zhang, Yurui,Gutiérrez-De-Terán, Hugo. "Potent Inhibition of Nicotinamide N-Methyltransferase by Alkene-Linked Bisubstrate Mimics Bearing Electron Deficient Aromatics". . p. 12938 - 12963. Retrieved 2021/09/11.
• 2、 Kobayashi, Eiji,Togo, Hideo. "Facile One-Pot Transformation of Primary Alcohols into 3-Aryl- and 3-Alkyl-isoxazoles and -pyrazoles". . p. 3723 - 3735. Retrieved 2019/09/30.