InChI
1S/C9H6OS/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-6H
SMILES string
O=Cc1csc2ccccc12
InChI key
WDJLPQCBTBZTRH-UHFFFAOYSA-N
assay
95%
bp
166 °C/20 mmHg (lit.)
mp
53-57 °C (lit.)
functional group
aldehyde
Application
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 :
It may be used in the synthesis of :
- 6-(N,N-dimethylamino)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one
- 6-(pyrrolidin-1-yl)-2-(benzo[b]thiophen-3-yl)quinazolin-4-one
- (Z)-2-(benzo[b]thiophen-3-ylmethylene)-1-azabicyclo[2.2.2]octan-3-one
General description
Thianaphthene-3-carboxaldehyde, also known as benzo[b]thiophene-3-carboxaldehyde, can be synthesized from 3-methyl-benzo[b]thiophene. It undergoes phosphine-free palladium coupling with aryl halides to form 2-arylbenzo[b]thiophenes.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Benzo[b]thiophene derivatives. VIII. Benzo[b]thiophene-3-earboxaldehyde and derivatives.
Campaigne E and Neiss ES.
Journal of Heterocyclic Chemistry, 3(1), 46-50 (1966)
M J Hour et al.
British journal of pharmacology, 169(7), 1574-1586 (2013-05-04)
Our previous study demonstrated that 6-(pyrrolidin-1-yl)-2-(3-methoxyphenyl)quinazolin-4-one (HMJ38) was a potent anti-tubulin agent. Here, HMJ38 was used as a lead compound to develop more potent anti-cancer agents and to examine the anti-cancer mechanisms. Using computer-aided drug design, 2-aryl-6-substituted quinazolinones (MJ compounds)
Synthesis and properties of isomerically pure anthrabisbenzothiophenes.
Lehnherr D, et al.
Organic Letters, 14(1), 62-65 (2011)
An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes.
Chabert JFD, et al.
Tetrahedron, 60(14), 3221-3230 (2004)
(Z)-2-(Benzo[b] thiophen-3-ylmethylene)-1-azabicyclo [2.2.2] octan-3-one.
Sonar VN, et al.
Acta Crystallographica Section E, Structure Reports Online, 59(11), o1726-o1728 (2003)
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