| Identification | More | [Name]
2H-PYRAZOLE-3-CARBALDEHYDE | [CAS]
3920-50-1 | [Synonyms]
1H-PYRAZOLE-3-CARBALDEHYDE
1H-PYRAZOLE-3-CARBXALDEHYDE
1H-PYRAZOLE-5-CARBALDEHYDE
2H-PYRAZOLE-3-CARBALDEHYDE
2H-PYRAZOLE-3-CARBOXALDEHYDE
PYRAZOLE-3-CARBALDEHYDE
RARECHEM AM LA 0023
Pyrazole-3-carboxaldehyde
Pyrazol-3-carbaldehyde | [Molecular Formula]
C4H4N2O | [MDL Number]
MFCD06657574 | [Molecular Weight]
96.09 | [MOL File]
3920-50-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
149.0 to 153.0 °C | [Boiling point ]
300.0±13.0 °C(Predicted) | [density ]
1.323 | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
11.20±0.10(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C4H4N2O/c7-3-4-1-2-5-6-4/h1-3H,(H,5,6) | [InChIKey]
ICFGFAUMBISMLR-UHFFFAOYSA-N | [SMILES]
N1C=CC(C=O)=N1 | [CAS DataBase Reference]
3920-50-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless Solid | [Uses]
1H-?Pyrazole-?3-?carboxaldehyde is an intermediate used to prepare fused pyrrole carboxylic acids as novel, potent D-?amino acid oxidase (DAO) inhibitors. It is also a building block to synthesize α-?substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2?/neu tyrosine kinases. | [Synthesis]
The general procedure for the synthesis of 3-pyrazolecarboxaldehyde from 3-dimethoxymethyl-1H-pyrazole: 2.3 kg of formic acid was added slowly and dropwise to 15.5 kg of an aqueous solution containing 13.8 kg of 3-dimethoxymethyl-1H-pyrazole at 0-15 °C. Subsequently, the reaction mixture was magnetically stirred at 25 °C for 12 h. A light yellow solid was obtained upon completion of the reaction. The precipitate was separated by filtration and the filter cake was washed with 10 L of water to give 643 g of the final yellow solid product 3-pyrazolecarboxaldehyde. | [References]
[1] Journal of Organic Chemistry, 2007, vol. 72, # 15, p. 5890 - 5893
[2] Chinese Journal of Catalysis, 2016, vol. 37, # 9, p. 1446 - 1450
[3] European Journal of Medicinal Chemistry, 1993, vol. 28, # 2, p. 129 - 140
[4] Patent: CN107235982, 2017, A. Location in patent: Paragraph 0008 |
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