- 4-iodopyrazole
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- $8.00 / 1KG
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2025-09-25
- CAS:3469-69-0
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 4-iodopyrazole
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- $0.00 / 25KG
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2025-07-25
- CAS:3469-69-0
- Min. Order: 1KG
- Purity: 98%
- Supply Ability: 1000KG
- 4-Iodopyrazole
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- $0.00 / 1KG
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2025-06-27
- CAS:3469-69-0
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: 500000kg
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| | 4-Iodopyrazole Basic information |
| | 4-Iodopyrazole Chemical Properties |
| Melting point | 108-110 °C (lit.) | | Boiling point | 291.9±13.0 °C(Predicted) | | density | 2.335±0.06 g/cm3(Predicted) | | RTECS | UQ7145000 | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | pka | 12.99±0.50(Predicted) | | form | Crystalline Powder | | color | White to off-white | | Water Solubility | Soluble in water. | | Sensitive | Light Sensitive | | InChI | InChI=1S/C3H3IN2/c4-3-1-5-6-2-3/h1-2H,(H,5,6) | | InChIKey | LLNQWPTUJJYTTE-UHFFFAOYSA-N | | SMILES | N1C=C(I)C=N1 | | CAS DataBase Reference | 3469-69-0(CAS DataBase Reference) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/37/38 | | Safety Statements | 26 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 29331990 |
| | 4-Iodopyrazole Usage And Synthesis |
| Chemical Properties | White or off-white solid | | Uses | 4-Iodopyrazole was used in an indium-mediated synthesis of heterobiaryls. | | Uses | 4-Iodopyrazole is used in the synthesis of (pyrazolyl)oxobenzocycloheptapyridinyl acetamides that act as inhibitors of c-Met. | | Definition | ChEBI: 4-iodopyrazole is a member of pyrazoles and an organoiodine compound. | | General Description | 4-Iodopyrazole is a valuable intermediate for the synthesis of biologically active compounds. It undergoes iodination in the presence of iodine and ammonium hydroxide to yield 3,4-di-iodo- and 3,4,5-tri-iodo-pyrazole. | | Synthesis | The general procedure for the synthesis of 4-iodopyrazole from pyrazole is as follows:
Example 1: Preparation of 2-amino-3-methyl-5-(1-methyl-1H-pyrazol-4-yl)-5-(3-pyrimidin-5-ylphenyl)-3,5-dihydro-4H-imidazol-4-one
Step a): Preparation of compound 2
A mixture of pyrazole (3.00 g, 44.0 mmol), iodine (6.71 g, 26.4 mmol) and ceric ammonium nitrate (14.5 g, 26.4 mmol) in acetonitrile (400 mL) was stirred at room temperature for 2.5 hours. Upon completion of the reaction, the mixture was concentrated and partitioned between ethyl acetate (250 mL) and 5% aqueous sodium bisulfite (250 mL). After addition of water (150 mL), the organic layer was separated, washed with brine (250 mL), dried over anhydrous magnesium sulfate, filtered and concentrated to afford compound 2 (7.80 g, 91% yield) as a white solid with a melting point of 105-108 °C.
1H NMR (300 MHz, CDCl3) δ 7.63 (s, 2H). | | References | [1] Tetrahedron Letters, 2001, vol. 42, # 5, p. 863 - 865
[2] Heterocycles, 2003, vol. 60, # 4, p. 879 - 886
[3] Journal of Organic Chemistry, 2003, vol. 68, # 21, p. 8075 - 8079
[4] Tetrahedron Letters, 2001, vol. 42, # 11, p. 2089 - 2092
[5] Russian Chemical Bulletin, 2014, vol. 63, # 2, p. 360 - 367 |
| | 4-Iodopyrazole Preparation Products And Raw materials |
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