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THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE

Product Name
THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE
CAS No.
53174-98-4
Chemical Name
THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE
Synonyms
2-Formylthieno[2,3-b]pyridine;THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE;THIENO[2,3-B]PYRIDINE-2-CARBOXALDEHYDE;Thieno[2,3-b]pyridine-2-carboxaldehyde 97%;Thieno[2,3-b]pyridine-2-carboxaldehyde 97+%
CBNumber
CB7729096
Molecular Formula
C8H5NOS
Formula Weight
163.2
MOL File
53174-98-4.mol
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THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE Property

Melting point:
142 °C
Boiling point:
320.2±22.0 °C(Predicted)
Density 
1.384±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
3.37±0.40(Predicted)
Appearance
Off-white to light brown Solid
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Safety

Hazard Codes 
Xi
Risk Statements 
36-43
Safety Statements 
26-36/37
Hazard Note 
Irritant
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

SynQuest Laboratories
Product number
8H70-1-W2
Product name
Thieno[2,3-b]pyridine-2-carboxaldehyde
Purity
97.0%
Packaging
100mg
Price
$52
Updated
2021/12/16
SynQuest Laboratories
Product number
8H70-1-W2
Product name
Thieno[2,3-b]pyridine-2-carboxaldehyde
Purity
97.0%
Packaging
250mg
Price
$77
Updated
2021/12/16
SynQuest Laboratories
Product number
8H70-1-W2
Product name
Thieno[2,3-b]pyridine-2-carboxaldehyde
Purity
97.0%
Packaging
1g
Price
$232
Updated
2021/12/16
AK Scientific
Product number
Y9351
Product name
Thieno[2,3-b]pyridine-2-carbaldehyde
Packaging
250mg
Price
$253
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0032378
Product name
THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE
Purity
95.00%
Packaging
1G
Price
$894.76
Updated
2021/12/16
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THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE Chemical Properties,Usage,Production

Synthesis

272-23-1

68-12-2

53174-98-4

Thieno[2,3-b]pyridine-2-carbaldehyde was synthesized as follows: 1.3 mL (2.08 mmol) of a hexane solution of 0.8 M n-butyllithium was mixed with 0.3 mL (3.3 mmol) of N,N,N',N'-tetramethylethylenediamine under the protection of argon gas and was stirred magnetically for 30 min at room temperature. Subsequently, the reaction mixture was diluted with 5 mL of hexane and cooled in a dry ice-ethanol bath. Under vigorous stirring, 0.23 g (1.7 mmol) of thieno[2,3-b]pyridine was added dropwise (using a small needle syringe). The reaction mixture was stirred in a cooling bath for 7 hours, then slowly warmed to room temperature and continued stirring for 12 hours. After completion of the reaction, the mixture was cooled in an ice bath, 0.15 g (2.1 mmol) of dimethylformamide was added and stirred for 1 hour. Subsequently, 1 mL of ethanol, 3 mL of saturated aqueous ammonium chloride solution and 4 mL of water were added sequentially. The organic layer was separated and the aqueous layer was extracted with chloroform. The organic layers were combined, dried with magnesium sulfate and the solvent was evaporated. The residue was ground with hexane to give 0.18 g (66% yield) of a brown solid with a melting point of 131.5-132.5°C. Recrystallization by ethanol (with the addition of activated charcoal to decolorize the product once) yielded white needle-like crystals. The product was confirmed by 1H NMR (300 MHz, CDCl3): δ 7.41 (dd, J = 4.5 Hz, 8.1 Hz, 1H), 7.99 (s, 1H), 8.24 (dd, J = 1.8 Hz, 8.1 Hz, 1H), 8.73 (dd, J = 1.8 Hz, 4.5 Hz, 1H), 10.12 (s, 1H).13C NMR (75 MHz, CDCl3) showed: δ 120.7, 131.8, 132.3, 134.0, 143.2, 150.5, 163.8, 185.0. a carbonyl absorption peak at 1682 cm-1 was observed in the IR spectrum (CHCl3, cm-1). The mass spectrum (EI, 70 eV) showed: m/z [%] = 162 [M]+ (100), 134 [M-CO]+ (26). High-resolution mass spectrum (FAB+) calculated value C8H6NOS [M+1] 164.0170, measured value 164.0167.

References

[1] Tetrahedron Letters, 2017, vol. 58, # 20, p. 1952 - 1956
[2] Tetrahedron Letters, 1994, vol. 35, # 7, p. 1011 - 1014
[3] Journal of Heterocyclic Chemistry, 1974, vol. 11, p. 355 - 361

THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE Suppliers

Maybridge Chemical Co., Ltd.
Tel
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Fax
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Country
Belgium
ProdList
6293
Advantage
73
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View Lastest Price from THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE manufacturers

Career Henan Chemical Co
Product
THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE 53174-98-4
Price
US $1.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
500KG
Release date
2018-08-19
Career Henan Chemical Co
Product
THIENO[2,3-B]PYRIDINE-2-CARBALDEHYDE 53174-98-4
Price
US $1.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
500KG
Release date
2018-08-19