Electric Literature of 32692-19-6, These common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
9.30 g (213 mmol) of sodium hydride (purity 55%) and 100 mL of dehydrated DMF were added to a 500 mL two-necked flask, and a solution of 5-nitroindoline in DMF (5-nitroindoline: 35.0 g 213 mmol), DMF: 100 mL) was added dropwise so as not to exceed 30 C. After completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours. To this reaction solution, a DMF solution of 4-fluoronitrobenzene (4-fluoronitrobenzene: 33.0 g (234.5 mmol), DMF: 100 mL) was added dropwise, and the mixture was stirred at room temperature for 6 hours under a nitrogen atmosphere.After completion of the reaction, 100 mL of pure water was slowly poured while stirring the reaction solution, and a solid was precipitated. The precipitated solid was filtered, dissolved again in DMF, poured into 500 mL of pure water, reprecipitated, and the solid was again collected by filtration and recovered . The obtained solid was dispersed and washed with methanol and n-hexane, and vacuum dried to obtain 54.7 g (yield: 90%) of an orange solid.
The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NISSAN CHEMICAL INDUSTRIES LIMITED; NODA, TAKAHIRO; TETSUTANI, HISASHI; (51 pag.)JP5839200; (2016); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem