28620-12-4

基本信息
6-硝基-2-苯并噻唑啉酮
6-NITRO-BENZOTHIAZOL-2-ONE
6-nitro-2(3H)-benzothiazolone
2(3H)-Benzothiazolone,6-nitro-(9CI)
6-Nitro-2,3-dihydro-1,3-benzothiazol-2-one
物理化學(xué)性質(zhì)
制備方法

934-34-9

28620-12-4
以2-羥基苯并噻唑?yàn)樵虾铣?-硝基-2-(3H)-苯并噻唑酮的一般步驟:將3H-苯并噻唑-2-酮(10g,66mmol)加入70%硝酸(20mL)中,于20℃下攪拌反應(yīng)3小時。反應(yīng)完成后,過濾收集沉淀,并用去離子水洗滌。粗產(chǎn)物通過無水乙醇重結(jié)晶純化。該合成步驟的產(chǎn)率為90%,產(chǎn)物的熔點(diǎn)為228-229℃。通過1H NMR(300MHz,DMSO-d6)表征:δ 7.28(d,J = 8.9Hz,1H,H4),8.18(dd,J = 8.9Hz,J = 2.4Hz,1H,H5),8.65(d,J = 2.5Hz,1H,H7),12.54(br s,1H,NH)。13C NMR(75MHz,DMSO-d6)表征:δ 111.9(CH),119.6(CH),123.2(CH),125.0(Caro),142.5(Caro),142.9(Caro),171.0(CO)。LCMS(ESI-)分析:[M-H+]的計算值為195.0;實(shí)測值為195.0。
參考文獻(xiàn):
[1] European Journal of Medicinal Chemistry, 2015, vol. 92, p. 807 - 817
[2] Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1503 - 1509
[3] Monatshefte fur Chemie, 2011, vol. 142, # 1, p. 67 - 80
[4] Chemistry of Heterocyclic Compounds, 1990, vol. 25, # 11, p. 1294 - 1296
[5] Patent: US2003/40533, 2003, A1