4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE

Product Name: 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE
CAS No.: 63873-61-0
Chemical Name: 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE
Synonyms: 6-bromo-5-fluoro-1,3-dihydroindol-4-one;4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE;Thieno[2,3-b]pyridine-5-carbonitrile, 4-chloro-
CBNumber: CB9848614
Molecular Formula: C8H3ClN2S
Formula Weight: 194.64
MOL File: 63873-61-0.mol

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4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Property

storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
Appearance: Yellow to brown Solid

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: C411528
Product name: 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile
Packaging: 100mg
Price: $200
Updated: 2021/12/16

Apolloscientific

Product number: OR913377
Product name: 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile
Purity: 95%
Packaging: 250mg
Price: $250
Updated: 2021/12/16

SynQuest Laboratories

Product number: 7H37-5-03
Product name: 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile
Purity: 95%
Packaging: 250mg
Price: $400
Updated: 2021/12/16

Apolloscientific

Product number: OR913377
Product name: 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile
Purity: 95%
Packaging: 1g
Price: $595
Updated: 2021/12/16

SynQuest Laboratories

Product number: 7H37-5-03
Product name: 4-Chlorothieno[2,3-b]pyridine-5-carbonitrile
Purity: 95%
Packaging: 1g
Price: $952
Updated: 2021/12/16

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4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Chemical Properties,Usage,Production

Synthesis

63873-60-9

63873-61-0

The general procedure for the synthesis of 4-chlorothieno[2,3-b]pyridine-5-carbonitrile as starting material via chlorination was as follows: first, bis-(2-thienylammonium) hexachlorostannate (2) was produced by the reduction of 2-nitrothiophene (1) by the reaction of tin and hydrochloric acid. Subsequently, the compound was subjected to a condensation reaction with ethyl (ethoxymethylene) cyanoacetate in pyridine at 40-50 °C over 24 h to give ethyl α-cyano-β-(N-2-thienylammonium) acrylate (3) in 88% yield. Next, 4-hydroxythieno[2,3-b]pyridine-5-carbonitrile (4) was isolated in 78% yield by refluxing the acrylate through Dowtherm at 250 °C for 40 min, which induced cyclization of the acrylate, followed by precipitation from petroleum ether. Finally, compound 4 was refluxed with phosphoryl chloride at 110 °C for 6 h for chlorination reaction to afford the target product 4-chlorothieno[2,3-b]pyridine-5-carbonitrile (5) in 76% yield.

References

[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 17, p. 8196 - 8204
[2] Synthetic Communications, 2013, vol. 43, # 24, p. 3373 - 3386
[3] Heterocycles, 1977, vol. 6, p. 727 - 729
[4] Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 807 - 812

4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILE Preparation Products And Raw materials

Raw materials

Preparation Products

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63873-61-0, 4-CHLOROTHIENO[2,3-B]PYRIDINE-5-CARBONITRILERelated Search:

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63873-61-0