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CAS No. : | 53897-95-3 | MDL No. : | MFCD03017117 |
Formula : | C13H11N3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 209.25 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 |
---|---|---|
With hydrogenchloride; formic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With hydrogenchloride at 110℃; | |
Stage #1: formic acid; 4-anilino-m-phenylenediamine With hydrogenchloride In water monomer at 100℃; for 1.5h; Stage #2: With sodium hydroxide In water monomer at 20℃; | 1.3 [0119] Step 3:The crude material from step 2 was suspended in 4N HCI (2ml) and formic acid (0.5 ml). The mixture was heated to 1000C for 1.5 hours. The reaction was cooled to room temperature and 5 N NaOH was added to adjust pH to ~13. The mixture was extracted with DCM (3x 5ml). The combined organic layers were dried over MgSO-j, filtered, and solvent evaporated in vacuo to give the crude product that was carried forward without purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | Stage #1: 1-chloro-4-methylphthalazine; 1-phenylbenzimidazol-5-amine In isopropyl alcohol at 95℃; for 2.5h; Inert atmosphere; Stage #2: With sodium hydrogencarbonate | 17.a A solution of l-chloro-4-methylphthalazine (180 mg, 0.85 mmol) and 5-amino-l- phenylbenzimidazole (4) (132 mg, 0.63 mmol) in /-PrOH (19 mL) is stirred at 95 °C under argon for 2.5 h, cooled to room temperature, and concentrated at reduced pressure. The residue is diluted with sat. NaHCO3 (15 mL) and extracted with CHCl3 (120 mL). The extract is washed (brine) and dried. After solvent removal at reduced pressure, the residue is purified on silica gel (1.5% to 10.7% methanol/ethyl acetate) to give 215 mg (97%) of 2 (BI- 3031) as a light-yellow solid, mp 239-241 0C. IR 3320, 2924, 1502 cm"1; 1H NMR (CDCl3 and CD3OD) δ 7.23-7.42 (m, 7H, 6, 7-BenzimidH, 1-C6H5), 7.66-7.76 (m, 3H, 6',7',-PhthH, 4-BenzimidH), 7.81 (m, IH, 5'-PhthH), 7.95 (s, IH, 2-BenzimidH), 8.14 ppm (m, IH, 8'- PhthH). |