4-(2H-1,2,3-Triazol-2-yl)benzaldehyde

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4-(2H-1,2,3-Triazol-2-yl)benzaldehyde Basic information
Product Name:4-(2H-1,2,3-Triazol-2-yl)benzaldehyde
Synonyms:4-[1,2,3]Triazol-2-ylbenzaldehyde;4-(2H-1,2,3-Triazol-2-yl);4-(triazol-2-yl)benzaldehyde;4-(2H-1,2,3-Triazol-2-yl)benzaldehyde
CAS:179056-04-3
MF:C9H7N3O
MW:173.17
EINECS:604-604-1
Product Categories:
Mol File:179056-04-3.mol
4-(2H-1,2,3-Triazol-2-yl)benzaldehyde Structure
4-(2H-1,2,3-Triazol-2-yl)benzaldehyde Chemical Properties
Melting point 100-102 °C
Boiling point 356.8±44.0 °C(Predicted)
density 1.25±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-0.08±0.22(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
4-(2H-1,2,3-Triazol-2-yl)benzaldehyde Usage And Synthesis
Uses4-(2H-1,2,3-Triazol-2-yl)benzaldehyde is useful in the synthesis of cholesterol O-acyltransferase inhibitors.
Synthesis
1,2,3-1H-Triazole

288-36-8

4-Fluorobenzaldehyde

459-57-4

4-[1,2,3]TRIAZOL-1-YL-BENZALDEHYDE

41498-10-6

4-(2H-1,2,3-TRIAZOL-2-YL)BENZALDEHYDE

179056-04-3

To a solution of 4-fluorobenzaldehyde (2 g, 16 mmol) in DMF (50 mL) was added 1H-1,2,3-triazole (1.32 g, 19.2 mmol) and potassium carbonate (3.3 g, 24 mmol) under the protection of argon and stirred at room temperature. The reaction mixture was then heated to 100 °C and stirred continuously for 5 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with ice-cold water (35 mL) and extracted with ethyl acetate (2 x 40 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using 20% ethyl acetate/hexane as eluent to give compound 418 (800 mg, 29% yield); switching to 40% ethyl acetate/hexane elution to give compound 419 (1 g, 36% yield), both as yellow solids.

References[1] Journal of Medicinal Chemistry, 1998, vol. 41, # 13, p. 2390 - 2410
[2] Patent: WO2015/138895, 2015, A1. Location in patent: Paragraph 000338
4-(2H-1,2,3-Triazol-2-yl)benzaldehyde Preparation Products And Raw materials
Raw materials1,2,3-1H-Triazole-->4-Fluorobenzaldehyde-->Potassium carbonate-->N,N-Dimethylformamide
Tag:4-(2H-1,2,3-Triazol-2-yl)benzaldehyde(179056-04-3) Related Product Information
4-(2H-1,2,3-Triazol-2-yl)benzaldehyde (4-[1,2,3]Triazol-2-yl-phenyl)-methanol(WX640174) 2-(4-Chloromethyl-phenyl)-2H-[1,2,3]triazole(WX632023) 2-Phenyl-2H-1,2,3-triazole Benzaldehyde, 2-(2H-1,2,3-triazol-2-yl)- Benzonitrile, 3-(2H-1,2,3-triazol-2-yl)-