Synthetic Route of 6872-06-6, A common heterocyclic compound, 6872-06-6, name is 2-Methylindoline, molecular formula is C9H11N, 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.
Example 7Synthesis of 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-2-methyl-1-(phenylsulfonyl)indolineReagents MW Reagent/raw material (g/mole) Quantity moles 2-methylindoline 133.20 1 g 7.5 mmol benzenesulfonyl chloride 176.62 1.98 g 11 mmol 2-methyl-1- 273.35 0.76 g 2.77 mmol (phenylsulfonyl)indoline 2,3- 234.66 0.5 g 2.13 mmol dihydrobenzo[b][1,4]dioxine- 6-sulfonyl chloride Aluminium chloride 133.3 0.369 g 2.77 mmol Step 1: 2-methylindoline was dissolved in 5 mL dry pyridine, and benzenesulfonyl chloride was dropped in. The reaction was stirred for 2 hours at room temperature and an intense red color developed. When complete as determined by HPLC using the protocol in Example 1 above, as well as by LCMS, the crude reaction was poured into 100 mL cold 1M KHSO4, and extracted twice with 50 mL CH2Cl2. The organic phase was dried, evaporated and purified by CombiFlash to provide 2 grams of 100% pure product (97% yield).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Becker, Oren M.; Shitrit, Alina; Schutz, Nili; Ben-Zeev, Efrat; Yacovan, Avihai; Ozeri, Rachel; Kehat, Tzofit; Mirilashvili, Sima; Aizikovich, Alex; Sherman, Daniel; Behar, Vered; Kashtan, Osnat; US2012/108631; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem