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5-bromothieno[2,3-b]pyridine

Product Name
5-bromothieno[2,3-b]pyridine
CAS No.
21344-24-1
Chemical Name
5-bromothieno[2,3-b]pyridine
Synonyms
5-bromothieno[2,3-b]pyridine;Thieno[2,3-b]pyridine, 5-bromo-
CBNumber
CB93032773
Molecular Formula
C7H4BrNS
Formula Weight
214.08
MOL File
21344-24-1.mol
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5-bromothieno[2,3-b]pyridine Property

Boiling point:
278.0±20.0 °C(Predicted)
Density 
1.748±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
2.29±0.40(Predicted)
Appearance
White to yellow Solid
InChI
InChI=1S/C7H4BrNS/c8-6-3-5-1-2-10-7(5)9-4-6/h1-4H
InChIKey
YMOORGYWRBQPDZ-UHFFFAOYSA-N
SMILES
C12SC=CC1=CC(Br)=CN=2
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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
B429293
Product name
5-bromothieno[2,3-b]pyridine
Packaging
1g
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB111196
Product name
5-Bromothieno[2,3-b]pyridine
Packaging
2g
Price
$1752
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB111196
Product name
5-Bromothieno[2,3-b]pyridine
Packaging
250mg
Price
$560
Updated
2021/12/16
AK Scientific
Product number
1962CU
Product name
5-Bromothieno[2,3-b]pyridine
Packaging
500mg
Price
$725
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB111196
Product name
5-Bromothieno[2,3-b]pyridine
Packaging
500mg
Price
$850
Updated
2021/12/16
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5-bromothieno[2,3-b]pyridine Chemical Properties,Usage,Production

Synthesis

21344-28-5

21344-24-1

General procedure for the synthesis of 5-bromothieno[2,3-b]pyridine from 5-aminothieno[2,3-b]pyridine: In Example 16E, 5-aminothieno[2,3-b]pyridine (1.35 g, 9.0 mmol) was reacted with isoamyl nitrite (Aldrich, 2.10 g, 18.0 mmol) and copper(II) bromide ( Aldrich, 4.03 g, 18.0 mmol) in acetonitrile (20 mL) at room temperature overnight. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution (20 mL) and subsequently extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, washed with brine (2 x 30 mL) and concentrated. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, v/v 80/20, Rf = 0.80) to afford 5-bromothieno[2,3-b]pyridine (1.03 g, 53.0% yield). The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 8.61 (d, J=2.03 Hz, 1H), 8.21 (d, J=2.37 Hz, 1H), 7.58 (d, J=6.10 Hz, 1H), 7.22 (d, J=6.10 Hz, 1H). Mass spectra (DCI/NH3) showed m/z 214 (M+1)+ and 216 (M+1)+.

References

[1] Patent: US2008/153860, 2008, A1. Location in patent: Page/Page column 25
[2] Journal of Heterocyclic Chemistry, 1968, vol. 5, p. 773 - 778

5-bromothieno[2,3-b]pyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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21344-24-1, 5-bromothieno[2,3-b]pyridineRelated Search:


  • 5-bromothieno[2,3-b]pyridine
  • Thieno[2,3-b]pyridine, 5-bromo-
  • 21344-24-1
  • 23144-24-1