Structure of 121358-86-9
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 121358-86-9 |
Formula : | C11H9N3 |
M.W : | 183.21 |
SMILES Code : | C(C1=CC=CC=C1)[N]2C=C(C=N2)C#N |
MDL No. : | MFCD09999186 |
InChI Key : | GCGFLGKRYHSMKU-UHFFFAOYSA-N |
Pubchem ID : | 14361420 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H332-H335 |
Precautionary Statements: | P261-P280-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With ammonium hydroxide; sodium bromate; acetic acid; In water; at 90 - 100℃; for 1.0h; | in room temperature, 1-Benzyl-1H-pyrazole-4carboxaldehyde (18.6 g, 0.1 mol), sodium bromate (7.5 g, 0.05 mol) and 200 g of acetic acid were mixed, and 50 g of ammonia water having a molecular weight concentration of 25% of ammonia was added. 300 ml of water, heated to 90 C, the reaction is exothermic, maintain the reaction temperature of 100 C, reflux reaction for 1 hour to 1-benzyl-1H-pyrazole-4 formaldehyde complete reaction, cooled to room temperature, the reaction solution was poured into ice water After quenching and dilution, the mixture was neutralized until the reaction liquid was neutral, extracted with dichloromethane, dried, and concentrated, and then distilled under reduced pressure and recrystallized to give a product of 16.6 g, yield 91%, purity 98% or more. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1%; 1%; 50% | With hydrogenchloride; water; acetic acid; sodium nitrite; at 0 - 20℃; for 20.0h; | General procedure for diazotization of aminopyrazoles 1a-d and aminoimidazoles 2a-c: Aqueous NaNO2 (1.8 mmol, 1 mL) was added to a well-stirred and cooled solution (0-5 C) of pyrazole or imidazole (1 mmol) in a mixture of HCl/AcOH (3:1, 20 mL) over a period of 10 min. The reaction mixture was allowed to warm at room temperature and was stirred for 20 h. The precipitate of pyrazolotriazinone or imidazotriazinone was then filtered off, and the residue was diluted with water (20 mL), extracted with dichloromethane (3 × 30 mL), and dried with anhydrous MgSO4. The resulting solution was concentrated to dryness, and the solid was then subject to chromatographic column separation with dichloromethane and dichloromethane/ethyl acetate in different proportions. |