Electric Literature of 3891-07-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3891-07-4 as follows.
General procedure: To the stirred solution of hydroxyderivatives (0.1 mol) in anhydrous DMF (50 mL) sodiumhydride (60% in mineral oil) (4.4 g, 0.11 mol) was added with mechanistic stirring between -5 and0 C. After addition, stirring was continued for 2 h at room temperature. Carbon disulfide (9 mL,0.15 mol) was added dropwise at 0 C. The reaction mixture was warmed to room temperature andstirred for 5 h. The color of the one was gradually changed to dark red. The reaction mixture wascooled to 0 C and methyl iodide (7.8 mL, 0.12 mol) was added dropwise. The mixture was warmed toroom temperature, stirred for 3 h until the color changed from dark red to yellow and poured into ice(100 g), extracted with CH2Cl2 (3 50 mL). The extract was washed with water (3 50 mL) and driedwith MgSO4. After removal of the solvent the product was washed with hexane and dried in vacuum.3.2.1. O-[2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl] S-Methyl Dithiocarbonate 1dYield 27.8 g (99%). Yellow powder: mp 105-106 C. 1H-NMR (400 MHz, CDCl3): delta 2.49 (s, 3H, SCH3),4.10 (t, 3J = 5.6 Hz, 2H, CH2), 4.82 (t, 3J = 5.6 Hz, 2H, CH2), 7.71-7.73 (m, 2H, arom H), 7.83-7.86 (m, 2H,arom H). 13C-NMR (125 MHz, DMSO-d6): delta 18.4 (s, SCH3), 36.3 (s, CH2), 70.6 (s, CH2), 123.2 (s, arom.C), 131.6 (s, arom. C), 134.6 (s, arom. C), 167.7 (s, C=O), 215.2 (s, C=S). LC-MS, m/z: 282 [M + H]+.Anal. calcd for C12H11NO3S2: C, 51.23; H, 3.94; N, 4.98; S, 22.79; found: C, 51.30; H, 4.00; N, 4.98; S,22.70.
According to the analysis of related databases, 3891-07-4, the application of this compound in the production field has become more and more popular.
Reference:
Article; Sokolenko, Taras M.; Dronkina, Maya I.; Magnier, Emmanuel; Yagupolskii, Lev M.; Yagupolskii, Yurii L.; Molecules; vol. 22; 5; (2017);,
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