ChemicalBook > CAS DataBase List > 5-CHLOROTHIENO[3,2-B]PYRIDINE

5-CHLOROTHIENO[3,2-B]PYRIDINE

Product Name
5-CHLOROTHIENO[3,2-B]PYRIDINE
CAS No.
65977-55-1
Chemical Name
5-CHLOROTHIENO[3,2-B]PYRIDINE
Synonyms
5-CHLOROTHIENO[3,2-B]PYRIDINE;Thieno[3,2-b]pyridine, 5-chloro-
CBNumber
CB52452853
Molecular Formula
C7H4ClNS
Formula Weight
169.63
MOL File
65977-55-1.mol
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5-CHLOROTHIENO[3,2-B]PYRIDINE Property

storage temp. 
2-8°C(protect from light)
Appearance
White to off-white Solid
InChI
InChI=1S/C7H4ClNS/c8-7-2-1-6-5(9-7)3-4-10-6/h1-4H
InChIKey
DINNLDMXTNAIQE-UHFFFAOYSA-N
SMILES
C12C=CSC1=CC=C(Cl)N=2
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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
C611325
Product name
5-chlorothieno[3,2-b]pyridine
Packaging
1g
Price
$350
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC165736
Product name
5-Chlorothieno[3,2-b]pyridine
Packaging
500mg
Price
$350
Updated
2021/12/16
Apolloscientific
Product number
OR923512
Product name
5-Chlorothieno[3,2-b]pyridine
Purity
95%
Packaging
1g
Price
$445
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC165736
Product name
5-Chlorothieno[3,2-b]pyridine
Packaging
1g
Price
$450
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0359576
Product name
5-CHLOROTHIENO[3,2-B]PYRIDINE
Purity
95.00%
Packaging
5MG
Price
$498.04
Updated
2021/12/16
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5-CHLOROTHIENO[3,2-B]PYRIDINE Chemical Properties,Usage,Production

Synthesis

59445-83-9

65977-55-1

The reaction was carried out with 1-(3-thienyl)ethanone oxime (250 mg, 1.77 mmol) in polyphosphoric acid (1.5 mL) at 100 °C with stirring for 30 min. After completion of the reaction, the reaction solution was poured into saturated aqueous sodium carbonate solution and extracted twice with ethyl acetate. The organic phases were combined, washed sequentially with water and saturated saline, and concentrated. The residue was purified by silica gel column chromatography with ethyl acetate:hexane (3:1) as eluent, and the fraction containing the target product was collected and concentrated. The concentrated residue was dissolved in 1,2-dichloroethane (1.5 mL), and a solution of phosphoryl chloride (225 μL, 2.24 mmol) and N,N-dimethylformamide (63 μL, 0.81 mmol) in 1,2-dichloroethane (0.5 mL), which had been pre-cooled to 0 °C, was slowly added. The reaction solution was stirred for 15 min at room temperature and then heated and refluxed for 16 hr. At the end of the reaction, the reaction solution was poured into water (10 mL) containing sodium acetate (550 mg, 4.05 mmol) and the mixture was stirred at 100 °C for 20 min. After cooling, water (25 mL) was added and extracted twice with ethyl acetate. The organic phases were combined, washed sequentially with saturated aqueous sodium bicarbonate and saturated saline, dried over anhydrous sodium sulfate and concentrated to afford 5-chlorothieno[3,2-b]pyridine 115 mg (38% yield) as a light yellow oil, which solidified on standing. The product was characterized by 1H NMR (400 MHz, CDCl3) and ESI-LCMS: 1H NMR δ 8.12 (d, J = 9 Hz, 1H), 7.80 (d, J = 5 Hz, 1H), 7.50 (d, J = 5 Hz, 1H), 7.28 (d, J = 9 Hz, 1H); ESI-LCMS m/z 170 ([M+H]+) .

References

[1] Patent: WO2008/157270, 2008, A1. Location in patent: Page/Page column 90-91

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

Raw materials

Preparation Products

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