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| | 2H-PYRAZOLE-3-CARBALDEHYDE Basic information |
| Product Name: | 2H-PYRAZOLE-3-CARBALDEHYDE | | Synonyms: | PYRAZOLE-3-CARBALDEHYDE;RARECHEM AM LA 0023;3-formylpyrazole;1H-PYRAZOLE-3-CARBXALDEHYDE;2H-PYRAZOLE-3-CARBALDEHYDE;2H-PYRAZOLE-3-CARBOXALDEHYDE;Pyrazole-3-carboxaldehyde;Pyrazol-3-carbaldehyde | | CAS: | 3920-50-1 | | MF: | C4H4N2O | | MW: | 96.09 | | EINECS: | | | Product Categories: | | | Mol File: | 3920-50-1.mol |  |
| | 2H-PYRAZOLE-3-CARBALDEHYDE Chemical Properties |
| 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 Codes | Xi,Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-36/39 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933119000 |
| | 2H-PYRAZOLE-3-CARBALDEHYDE Usage And Synthesis |
| 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 |
| | 2H-PYRAZOLE-3-CARBALDEHYDE Preparation Products And Raw materials |
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