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
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
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.
N-Bromosuccinimide Price
- Product number
- M945428
- Product name
- 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
- Packaging
- 500mg
- Price
- $330
- Updated
- 2021/12/16
- Product number
- P000142934
- Product name
- 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
- Purity
- 98%
- Packaging
- 100mg
- Price
- $39
- Updated
- 2021/12/16
- Product number
- P000142934
- Product name
- 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
- Purity
- 98%
- Packaging
- 250mg
- Price
- $58
- Updated
- 2021/12/16
- Product number
- P000142934
- Product name
- 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde
- Purity
- 98%
- Packaging
- 1g
- Price
- $145
- Updated
- 2021/12/16
- Product number
- 064623
- Product name
- 2-(4-Methoxyphenyl)-1,3-thiazole-5-carbaldehyde
- Packaging
- 500mg
- Price
- $315
- Updated
- 2021/12/16
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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