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CAS No. : | 4752-10-7 | MDL No. : | MFCD00006909 |
Formula : | C8H4Cl2N2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | ODCNAEMHGMYADO-UHFFFAOYSA-N |
M.W : | 199.04 | Pubchem ID : | 78490 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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 |
---|---|---|
98% | With aluminum (III) chloride; In 1,2-dichloro-ethane;Reflux; Inert atmosphere; | In a 500 mL round-bottomed flask, <strong>[1075-35-0]5-chloro-2-methylindole</strong> (1.00 g, 6.04 mmol) and 1,4-dichlorophthalazine (1.26 g, 6.34 mmol) were taken up in 80 mL dichloroethane. Aluminum chloride (1.13 g, 8.46 mmol) was added, and the mixture refluxed overnight, under a nitrogen-filled balloon. After cooling slightly, the reaction mixture was poured into a mixture of ice and 2 M hydrochloric acid. This was stirred until all the ice had melted, and the layers separated. The aqueous layer was extracted with additional dichloroethane, and the combined organic extracts washed with brine, dried over anhydrous magnesium sulfate, filtered, and evaporated to give material of sufficient purity to be used directly in the next step (1.95 g, 98% yield): 1H NMR (DMSO-d6) δ 11.88 (s, 1H), 8.34-8.38 (m, 1H), 8.14-8.19 (m, 1H), 8.04-8.10 (m, 1H), 7.93 (dt, J=8.1, 1.0 Hz, 1H), 7.46 (d, J=8.6 Hz, 1H), 7.20 (d, J=1.8 Hz, 1H), 7.13 (dd, J=8.6, 2.0 Hz, 1H), 2.40 (s, 3H) |
5-Chloro-2-methylindole (0.74 g, 2.26 mmol) and 1,4-dichloro- phthalazine (0.45 g, 2.26 mmol) were treated with 30 mL of 1,2- dichloroethane and 3.2 mmol of AlCl3 (427 mg). The resulting suspension was heated to 65 C overnight. The reaction was cooled and quenched with 3 niL water. The resultant precipitate was filtered and dried under vacuum to give 0.65 g of the sub-title compound. MS: ESI (negative): 326, 328 (M-H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 3.0h; | General procedure: To a solution of 26 (1 mmol) and 21a and 21d (1 mmol) in dry DMF (5 mL) was added NaH (1.1 mmol) portionwise and the reaction mixture was allowed to stir at room temperature for 3 h, poured on ice-cold water (20 mL) and the solid precipitated out was filtered and dried under high vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | In butan-1-ol; at 118℃; for 1h;Inert atmosphere; | 1,4-Dichlorophthalazine (500 mg, 2.51 mmol), <strong>[20605-41-8]2-<strong>[20605-41-8]methoxyacetohydrazide</strong></strong> (523.0607 mg, 5.02 mmol) dissolved in 1-Butanol (8 mL) allowed to stir at 118 C under argon atmosphere for 1 h. The solvents were then evaporated off under reduced pressure and purified by silica gel column chromatography. The desired product was obtained as a white color solid in 79% yield (493 mg). 1H NMR (400 MHz, Chloroform-d) delta 8.73 (ddd, J = 8.0, 1.3, 0.6 Hz, 1H), 8.30 (ddd, J = 8.2, 1.2, 0.6 Hz, 1H), 8.03 (ddd, J = 7.9, 7.3, 1.2 Hz, 1H), 7.93- 7.88 (m, 1H), 5.03 (s, 2H), 3.52 (s, 3H). LRMS: C26H28N8O2; (M+H)+ = 485.2 m/z. Yield: 79%. |
[ 19064-64-3 ]
3,6-Dichloro-4-methylpyridazine
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