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. 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2,3-Dioxoindoline-5-sulfonyl chloride
(S)-5-(2-(4-Fluorophenoxymethyl)-pyrrolidine-1-sulfonyl)isatin (compound 20b). To a stirred solution of 19b (0.15 g, 0.5 mmol) in dry DCM (4 mL) cooled in an ice bath was added TFA (0.6 mL, 10 mmol). After 1 h bulk solvent was removed in vacuo and the residue remaining taken up in dry DCM (8 mL) and cooled in an ice bath. Dry triethylamine (1.5 mL) was then added followed by 5-chlorosulfonylisatin8 (0.16 g, 0.65 mmol) in dry THF (4 mL) and the solution was then stirred. After 19 h bulk solvent was removed in vacuo and redissolved in DCM (10 mL), washed with water (2*10 mL), then brine (1*10 mL) and dried over Na2SO4. Chromatography (hexanes/ethyl acetate) gave the desired product as an orange solid (104 mg, 51%). Mp: 205-207 C. HRMS (ESI)=405.0941 (M+H)+. Calcd. for C19H18FN2O5S 405.0920. 1H NMR (600 MHz, CDCl3) delta 8.10 (s, 1H), 8.08 (dd, J=8.4 Hz, J=1.8 Hz, 1H), 8.00 (br, 1H), 7.00 (d, J=7.8 Hz, 1H), 6.99-6.95 (m, 2H), 6.83-6.81 (m, 2H), 4.17 (dd, J=9.6 Hz, J=3.6 Hz, 1H), 3.98-3.95 (m, 1H), 3.91 (dd, J=9 Hz, J=7.8 Hz, 1H), 3.54-3.50 (m, 1H), 3.24-3.19 (m, 1H), 2.10-1.99 (m, 2H), 1.87-1.77 (m, 2H). TLC (UV254) Rf=0.27 (2:1 ethyl acetate/hexanes). HPLC tR=7.83
The synthetic route of 132898-96-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Imperial Innovations Limited; Hammersmith Imanet Limited; US2011/195024; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem