Adding a certain compound to certain chemical reactions, such as: 25369-33-9, name is 7-Chloroindolin-2-one, belongs to indolines-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 25369-33-9, Quality Control of 7-Chloroindolin-2-one
Example 24; Preparation of (Z)-3-(azulen-1-ylmethylene)-7-chloroindolin-2-one(042); 0.3519g 7-chlorooxindole (0.0021mole) and 0.323g azulene aldehyde (0.0021mole) were dissolved in 30mL dried ethanol. 1.5mL pyrrolidine (1M) was then added and uniformly stirred at reflux temperature for two hours. After removal of dried ethanol, the results were extracted by dichloromethane and citric acid aqueous solution. The organic layer was collected, dried with anhydrous magnesium sulfate, filtered, concentrated under vacuum, and separated by silica gel column chromatography to give Z-form Compound 042 (0.3693g). The total weight of 7-chlorooxindole-azulene was 0.3693g (57.56%). 042 (500 MHz, DMSO-d6) delta (ppm) 10.89 (s, 1H), 9.75 (d, J=4.5 Hz, 1H), 9.25 (d, J=10.0 Hz, 1H), 8.57 (d, J=10.0 Hz, 1H), 8.48 (s, 1H), 7.97 (d, J=7.5 Hz, 1H), 7.94 (t, J=10.0 Hz, 1H), 7.61 (t, J=10.0 Hz, 1H), 7.60 (d, J=4.5 Hz, 1H), 7.55 (t, J=10.0 Hz, 1H), 7.20 (d, J=7.5 Hz, 1H), 7.03 (d, J=7.5 Hz, 1H). LC-MS (m/z) 306 [M+1].
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Reference:
Patent; Industrial Technology Research Institute; EP1918277; (2008); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem