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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;2-(4-Methoxyphenyl)-5-thiazolecarboxaldehyde;5-Thiazolecarboxaldehyde, 2-(4-methoxyphenyl)-
CBNumber:
CB1160185
Molecular Formula:
C11H9NO2S
Molecular Weight:
219.26
MDL Number:
MFCD05864660
MOL File:
914348-82-6.mol
MSDS File:
SDS
Last updated:2026-09-12 18:48:59

2-(4-Methoxyphenyl)thiazole-5-carbaldehyde Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P261-P280-P305+P351+P338
Risk Statements  36
Safety Statements  26
HazardClass  IRRITANT

2-(4-Methoxyphenyl)thiazole-5-carbaldehyde price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Matrix Scientific 064623 2-(4-Methoxyphenyl)-1,3-thiazole-5-carbaldehyde 914348-82-6 500.00mg $315 2026-05-18 Buy
Synthonix M55376 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde 98% 914348-82-6 100mg $150 2026-05-06 Buy
Synthonix M55376 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde 98% 914348-82-6 250mg $250 2026-05-06 Buy
Synthonix M55376 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde 98% 914348-82-6 1g $550 2026-05-06 Buy
Synthonix M55376 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde 98% 914348-82-6 5g $2750 2026-05-06 Buy
Product number Packaging Price Buy
064623 500.00mg $315 Buy
M55376 100mg $150 Buy
M55376 250mg $250 Buy
M55376 1g $550 Buy
M55376 5g $2750 Buy

2-(4-Methoxyphenyl)thiazole-5-carbaldehyde Chemical Properties,Uses,Production

Synthesis

2-(4-methoxyphenyl)-1,3-thiazole

27088-84-2

N,N-Dimethylformamide

68-12-2

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

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

5720-07-0
914348-82-6
Synthesis of 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde from 4-Methoxyphenylboronic acid

2-(4-Methoxyphenyl)thiazole-5-carbaldehyde Preparation Products And Raw materials

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5-Thiazolecarboxaldehyde, 2-(4-methoxyphenyl)- 2-(4-Methoxyphenyl)-5-thiazolecarboxaldehyde 2-(4-Methoxyphenyl)thiazole-5-carbaldehyde 914348-82-6