| Identification | More | [Name]
1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE | [CAS]
54605-72-0 | [Synonyms]
1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
1-PHENYL-1H-PYRAZOLE-4-CARBOXALDEHYDE
AKOS BBS-00006876
AKOS PAO-0282
CHEMBRDG-BB 4301500
TIMTEC-BB SBB010539
1-Phenyl-1H-pyrazole-4-carboxaldehyde 98%
1-Phenyl-1H-pyrazole-4-carbaldehyde ,98% | [Molecular Formula]
C10H8N2O | [MDL Number]
MFCD02179568 | [Molecular Weight]
172.18 | [MOL File]
54605-72-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
84-88 °C | [Boiling point ]
312.7±15.0 °C(Predicted) | [density ]
1.15±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
soluble in Toluene | [form ]
Solid | [pka]
-2.57±0.10(Predicted) | [color ]
Pale yellow | [Sensitive ]
Moisture & Light Sensitive | [Detection Methods]
HPLC | [InChI]
InChI=1S/C10H8N2O/c13-8-9-6-11-12(7-9)10-4-2-1-3-5-10/h1-8H | [InChIKey]
PHVRLPFVPVKYOI-UHFFFAOYSA-N | [SMILES]
N1(C2=CC=CC=C2)C=C(C=O)C=N1 | [CAS DataBase Reference]
54605-72-0(CAS DataBase Reference) | [Storage Precautions]
Heat sensitive |
| Hazard Information | Back Directory | [Chemical Properties]
White crystal | [Uses]
1-Phenylpyrazole-4-carboxaldehyde is used to synthesize phenyl-pyrazolyl acrylic acid benzylidene carbohydrazide derivatives with antichagasic activities. It is also used to prepare ORL1 receptor antagonists. | [Synthesis]
1) Add 7.3 g (0.1 mmol) of N,N-dimethylformamide (DMF) to a 250 mL three-necked flask and cool in an ice water bath with stirring. 15.4 g (0.1 mmol) of phosphorus triclosan was slowly added dropwise and stirring was continued for 1 hour after completion of the drop. Subsequently, 2.88 g (0.02 mmol) of 1-phenylpyrazole was added and the reaction was heated to 100°C and refluxed for 3-6 h. The reaction was monitored by TLC.2) Upon completion of the reaction, the reaction mixture was poured into ice-water and the pH was adjusted to neutral with sodium carbonate solution. It was extracted with ethyl acetate (3 x 50 mL), and the combined organic phases were washed with 50 mL of saturated brine.3) The organic phase was purified by column chromatography (the eluent was a solvent mixture of ethyl acetate and petroleum ether (60-90°C), 1:5, v/v/v), and was concentrated under reduced pressure to give 3.10 g of the white solid product, 1-phenyl-1H-pyrazole-4-carbaldehyde, in 90.0% yield. | [References]
[1] Patent: CN107964007, 2018, A. Location in patent: Paragraph 0498
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 295 - 302
[3] Journal of Heterocyclic Chemistry, 1993, vol. 30, # 4, p. 957 - 960
[4] Patent: US2006/34786, 2006, A1. Location in patent: Page/Page column 62
[5] Synthetic Communications, 1998, vol. 28, # 7, p. 1299 - 1321 |
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