ChemicalBook > CAS DataBase List > 2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE

2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE

Product Name
2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE
CAS No.
914348-82-6
Chemical Name
2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE
Synonyms
2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE;5-Thiazolecarboxaldehyde, 2-(4-methoxyphenyl)-
CBNumber
CB1160185
Molecular Formula
C11H9NO2S
Formula Weight
219.26
MOL File
914348-82-6.mol
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2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE Property

Boiling point:
387.6±48.0 °C(Predicted)
Density 
1.266±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
1.04±0.10(Predicted)
InChI
InChI=1S/C11H9NO2S/c1-14-9-4-2-8(3-5-9)11-12-6-10(7-13)15-11/h2-7H,1H3
InChIKey
DFJPGTVCVKDDEY-UHFFFAOYSA-N
SMILES
S1C(C=O)=CN=C1C1=CC=C(OC)C=C1
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Safety

Risk Statements 
36
Safety Statements 
26
HazardClass 
IRRITANT
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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

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

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

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

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
M945428
Product name
2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
Packaging
500mg
Price
$330
Updated
2021/12/16
Ark Pharm
Product number
P000142934
Product name
2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
Purity
98%
Packaging
100mg
Price
$39
Updated
2021/12/16
Ark Pharm
Product number
P000142934
Product name
2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
Purity
98%
Packaging
250mg
Price
$58
Updated
2021/12/16
Ark Pharm
Product number
P000142934
Product name
2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
Purity
98%
Packaging
1g
Price
$145
Updated
2021/12/16
Matrix Scientific
Product number
064623
Product name
2-(4-Methoxyphenyl)-1,3-thiazole-5-carbaldehyde
Packaging
500mg
Price
$315
Updated
2021/12/16
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2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE Chemical Properties,Usage,Production

Synthesis

27088-84-2

68-12-2

914348-82-6

1. Palladium acetate (0.82 g, 3.66 mmol), triphenylphosphine (4.80 g, 18.29 mmol) and 2 M aqueous sodium carbonate (183.0 mL, 366.0 mmol) were sequentially added under nitrogen protection to a DMF (400 mL) solution containing 2-bromothiazole (20.00 g, 121.94 mmol) and 4-methoxyphenylboronic acid (25.94 g, 170.71 mmol). 170.71 mmol) in a solution of DMF (400 mL). The reaction mixture was stirred at 100 °C for 3 hours. After completion of the reaction, water was added to the reaction solution and extracted with a solvent mixture of ethyl acetate and toluene (1:1, v/v). The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to give a yellow oily thiazole derivative (20.40 g, 88% yield). 2. n-Butyllithium (2.64 M hexane solution, 52.5 mL, 138.67 mmol) was slowly added dropwise to a solution of THF (500 mL) of the above thiazole derivative (20.40 g, 106.67 mmol) at -78 °C and under nitrogen protection. After the dropwise addition, stirring was continued at -78 °C for 2 hours. Subsequently, DMF (16.4 mL, 213.33 mmol) was added slowly dropwise and the reaction system was slowly warmed to 0 °C and stirring was continued for 2 hours. Upon completion of the reaction, the reaction was quenched by dropwise addition of acetic acid (7.9 mL, 138.67 mmol) and the solvent was removed by distillation under reduced pressure. The residue was dissolved in ethyl acetate and partitioned by adding water. The aqueous phase was extracted with ethyl acetate, the organic phases were combined, washed with water and saturated brine sequentially, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was recrystallized with diisopropyl ether to obtain 2-(4-methoxyphenyl)thiazole-5-carbaldehyde (18.31 g, 78% yield) as yellow powder.

References

[1] Patent: EP2308838, 2011, A1. Location in patent: Page/Page column 69

2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE Suppliers

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914348-82-6, 2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDERelated Search:


  • 2-(4-METHOXYPHENYL)THIAZOLE-5-CARBALDEHYDE
  • 5-Thiazolecarboxaldehyde, 2-(4-methoxyphenyl)-
  • 914348-82-6