1-(2-Methoxyphenyl)-1H-pyrazole

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1-(2-Methoxyphenyl)-1H-pyrazole Basic information
Product Name:1-(2-Methoxyphenyl)-1H-pyrazole
Synonyms:1-(2-Methoxyphenyl)-1H-pyrazole;1H-Pyrazole, 1-(2-methoxyphenyl)-
CAS:102908-37-2
MF:C10H10N2O
MW:174.2
EINECS:
Product Categories:
Mol File:102908-37-2.mol
1-(2-Methoxyphenyl)-1H-pyrazole Structure
1-(2-Methoxyphenyl)-1H-pyrazole Chemical Properties
Boiling point 290.1±23.0 °C(Predicted)
density 1.10±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka0.02±0.10(Predicted)
AppearanceBrown to reddish brown Liquid
Safety Information
MSDS Information
1-(2-Methoxyphenyl)-1H-pyrazole Usage And Synthesis
Synthesis
Pyrazole

288-13-1

2-Iodoanisole

529-28-2

1-(2-Methoxyphenyl)-1H-pyrazole

102908-37-2

GENERAL METHOD: Complex 2 (0.05 mmol) was added to a 5 mL sealed tube containing 2-iodoanisole (0.5 mmol), 1H-pyrazole (0.75 mmol), sodium hydroxide (1 mmol), and dimethyl sulfoxide (1 mL). The reaction mixture was stirred at 100 °C for 12 hours. Upon completion of the reaction, it was cooled to room temperature and the reaction was quenched with 10 mL of water, followed by extraction with ethyl acetate (3 x 20 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography on silica gel with petroleum ether/ethyl acetate (10:1 to 5:1) as eluent to give 1-(2-methoxyphenyl)-1H-pyrazole. All N-arylpyrazole products were known compounds and their structures were confirmed by 1H NMR and GC-MS.

References[1] Advanced Synthesis and Catalysis, 2007, vol. 349, # 17-18, p. 2673 - 2676
[2] Journal of Chemical Research, 2013, vol. 37, # 10, p. 636 - 637
[3] Tetrahedron Letters, 2015, vol. 56, # 46, p. 6360 - 6363
[4] Chinese Chemical Letters, 2014, vol. 25, # 5, p. 775 - 778
[5] Advanced Synthesis and Catalysis, 2009, vol. 351, # 5, p. 720 - 724
1-(2-Methoxyphenyl)-1H-pyrazole Preparation Products And Raw materials
Raw materials1,1,3,3-Tetramethoxypropane-->Pyrazole-->2-Iodoanisole-->(2-Methoxyphenyl)hydrazine hydrochloride-->2-Bromoanisole-->Copper quinolate-->Dimethyl sulfoxide-->Sodium hydroxide
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