Reference of 774-47-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 774-47-0, name is 5,6-Difluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.
Dissolved 5,6-difluoroindoline-2,3-dione (14) (0.714 g,3.899 mmol) in 25 mL of MeOH, under argon atmosphere, and refluxedthe resulting solution at 60 C for 15 min. p-toluenesulfonyl hydrazide(0.807 g, 4.333 mmol), dissolved in 5 mL of MeOH, was added to thehot solution in one portion. The resulting reaction mix was refluxed, at60 C for 24 h. Consequently, the reaction mixture was allowed to coolto room temperature, gradually, and filtered to afford a yellow precipitate.The precipitate was dissolved in 30 mL of distilled water,containing sodium hydroxide (0.331 g, 8.275 mmol), and heated to64 C for 4 h. Solid carbon dioxide was added to the cooled reactionmixture to precipitate the pure diazo product, UIAA-II-187 (15), whichwas filtered and concentrated. 52% yield. 1H NMR (300 MHz, DMSO)delta = 10.83 (bs, 1H), 7.64 (dd, J = 7.82, 10.65 Hz, 1H), 6.96 (dd,J = 7.07, 10.83 Hz, 1H). 19F NMR (282 MHz, DMSO) delta = -142.37 (m,1F), -147.72 (ddd, J = 6.96, 10.71, 21.72 Hz, 1F). HRMS (ESI) calculatedfor (M + H+) 196.0317, found 196.0323. Retention time(analytical HPLC) = 14.9 min.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5,6-Difluoroindoline-2,3-dione, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Aguirre, Arturo L.; Chheda, Pratik R.; Groves, Natalie P.; Held, Hailey A.; Hiasa, Hiroshi; Kerns, Robert J.; Lentz, Sarah R. C.; Bioorganic and medicinal chemistry; (2020);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem