1024583-33-2

基本信息
2-溴苯并[D]噻唑-6-羧酸甲酯
Methyl 2-bromobenzo[d]thiazole-6-carboxylat
methyl 2-bromobenzo[d]thiazole-6-carboxylate
2-BroMo-benzothiazole-6-carboxylic acid Methyl ester
6-Benzothiazolecarboxylic acid, 2-bromo-, methyl ester
物理化學(xué)性質(zhì)
制備方法

66947-92-0

1024583-33-2
以2-氨基苯并噻唑-6-甲酸甲酯為原料合成2-溴苯并噻唑-6-甲酸甲酯的一般步驟:向2-氨基苯并噻唑-6-甲酸甲酯(1.11 g,5 mmol)和溴化銅(II)(2.23 g,10 mmol)在乙腈(50 mL)中的溶液中,于0℃下緩慢加入亞硝酸叔丁酯(1.32 mL,10 mmol)。將反應(yīng)混合物在室溫下攪拌過(guò)夜。反應(yīng)完成后,用乙酸乙酯萃取混合物。有機(jī)相依次用飽和碳酸氫鈉溶液和鹽水洗滌。減壓濃縮除去溶劑,粗產(chǎn)物通過(guò)快速柱色譜法(洗脫劑:己烷/乙酸乙酯,10:1,v/v)純化,得到2-溴苯并噻唑-6-甲酸甲酯。產(chǎn)物經(jīng)1H NMR(400 MHz,CDCl3)表征:δ 8.53(d,1H),8.15(dd,1H),8.01(d,1H),4.42(q,2H),1.42(t,3H)。質(zhì)譜(ESI)m/z:271.9([M + H]+)。
參考文獻(xiàn):
[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 7, p. 2324 - 2328
[2] Patent: WO2008/124393, 2008, A1. Location in patent: Page/Page column 33-34
[3] Patent: WO2018/39386, 2018, A1. Location in patent: Page/Page column 138; 139
[4] Patent: US2014/200215, 2014, A1. Location in patent: Paragraph 0984; 0986