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 5332-26-3 as follows. COA of Formula: C9H6BrNO2
General procedure: S-alkylation of the products was achieved by following a modified method [38]. The oxadiazoles (6a, 6b, 13) (0.02, mol) and K2CO3 (0.022, mol) were stirred in 10mL of acetone for 20 mints followed by the addition of alkyl bromides 7a-c and 7d-m (0.022, mol). The reaction mixture was stirred for 4-6h at room temperature. The reaction mixture was concentrated under vacuum and crude solid gained was recrystallized from methanol to get pure products. 8a: Colorless solid; 55% yield; Rf: 0.55 (chloroform: acetone, 9:1), m.p.; 224-226C; 1H NMR (300MHz, DMSO-d6): delta ppm 10.71 (s, 1H, NH), 7.91-7.84 (m, 4H, Ar-H), 7.64 (dd, 4H, J=18, 9Hz, Ar-H), 7.28 (d, 2H, J=9Hz, Ar-H), 7.06 (d, 2H, J=9Hz, Ar-H), 5.28 (s, 2H, SCH2N), 2.31 (s, 3H, Ar-CH3); 13C NMR (75MHz, DMSO-d6): delta ppm 167.02, 166.74, 160.01, 144.00, 142.03, 140.01, 135.44, 131.76, 129.72, 127.89, 126.94, 124.06, 119.95, 118.11, 43.00, 21.37; IR (cm-1) 3260 (N-H), 3025 (C-H, aromatic), 2948 (C-H, aliphatic), 1716 (C=O), 1602 (C=N), 1308, 1176 (O=S=O); Anal. Calcd for C24H18N4O5S2: C, 56.91; H, 3.58; N, 11.06; O, 15.79; S, 12.66 Found: C, 56.98; H, 3.61; N, 11.11; O, 15.79; S, 12.72.
According to the analysis of related databases, 5332-26-3, the application of this compound in the production field has become more and more popular.
Reference:
Article; Batool, Farwa; Hamdani, Syeda Shamila; Hameed, Shahid; Khan, Bilal Ahmad; Mughal, Ehsan Ullah; Saeed, Muhammad; Saleem, Hafiza Nosheen; Bioorganic Chemistry; vol. 96; (2020);,
Indoline – Wikipedia,
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