A common heterocyclic compound, the thiazines compound, name is 2-Cyano-phenothiazine,cas is 38642-74-9, mainly used in chemical industry, its synthesis route is as follows.
2-cyanophenothiazine (0.74 g, 3.30 mmol) was dissolved in 10 mL of anhydrous DMF. The mixture was cooled to 0 C and 60 % NaH (0.40 g, 9.90 mmol) was added. The dark mixture was stirred at 0 C for an additional 15 mm and Di-tert-butyl dicarbonate (0.90 g, 3.96 mmol) was added. The mixture was stirred at room temperature for 3 h and was diluted with 50 mL of brine. The aqueous layer was extracted with three 25 mL portions of ethyl acetate. The combined organic extract was dried over anhydrous MgSO4 and concentrated under diminished pressure. The crude was purified on a silica gel column (10 cm x 2 cm). Elution with ethyl acetate-hexane (1:9) gave 1 as a pale yellow solid: yield 1.07 g (100%); silica gel TLC R10.26 (ethyl acetate-hexane 1:9); ?HNIVIR (CDC13) 51.49 (s, 9H), 7.16-7.20 (m, 1H), 7.28-7.33 (m, 2H), 7.40 (s, 2H), 7.49 (d, 1H, J= 8.4 Hz) and 7.80 (s, 1H); ?3CI?IvIR 28.1, 83.1, 110.2, 118.2, 126.6, 127.2, 127.3, 127.5, 128.1,129.1, 130.3, 130.6, 137.7, 139.0, 139.1 and 151.8; mass spectrum (APCI), m/z 325.1017 (M+H) (C18H17N202S requires m/z 325.1011).
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Reference£º
Patent; ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY; HECHT, Sidney; KHDOUR, Omar; CHOWDHURY, Sandipan, Roy; BANDYOPADHAY, Indrajit; (85 pag.)WO2016/133995; (2016); A1;,
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