3-ethyl-1,2,4-benzotriazin-1-ium-1-olate -Drug Synthesis Database

【结构式】

【分子编号】62231

【品名】3-ethyl-1,2,4-benzotriazin-1-ium-1-olate

【CA登记号】

【分子式】C₉H₉N₃O

【分子量】175.19008

【元素组成】C 61.7% H 5.18% N 23.99% O 9.13%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(IV)

The reaction of 2-nitroaniline (I) with cyanamide and HCl at 100 C, followed by a treatment with NaOH at the same temperature gives the benzotriazine N-oxide (II), which is diazotized with NaNO2 and HCl, followed by a treatment with POCl3 and dimethylaniline to yield the chloro derivative (III). The reaction of (III) with tetraethyltin and Pd(PPh3)4 in hot DME affords the ethyl derivative (IV), which is finally oxidized with trifluoroperacetic acid in dichloromethane to provide the target N1, N4-bis oxide compound.

参考文献中间体

合成目标

【1】 Hay, M.P.; Denny, W.A.; New and versatile syntheses of 3-alkyl- and 3-aryl-1,2,4-benzotriazine 1,4-dioxides: Preparation of the bioreductive cytotoxins SR 4895 and SR 4941. Tetrahedron Lett 2002, 43, 52, 9569.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	11608	o-Nitroaniline; 2-Nitroaniline; 2-Nitrophenylamine	88-74-4	C₆H₆N₂O₂	详情	详情
(II)	11609	3-amino-1,2,4-benzotriazin-1-ium-1-olate; 3-Amino-1,2,4-benzotriazine-1-oxide	5424-06-6	C₇H₆N₄O	详情	详情
(III)	11611	3-chloro-1,2,4-benzotriazin-1-ium-1-olate		C₇H₄ClN₃O	详情	详情
(IV)	62231	3-ethyl-1,2,4-benzotriazin-1-ium-1-olate		C₉H₉N₃O	详情	详情

Extended Information