1-[([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)methyl]benzene -Drug Synthesis Database

【结构式】

【分子编号】24782

【品名】1-[([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)methyl]benzene

【CA登记号】

【分子式】C₉H₁₃N₅O

【分子量】207.23532

【元素组成】C 52.16% H 6.32% N 33.79% O 7.72%

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：(VI)

The reaction of benzohydroxamic acid (I) with benzyl bromide (II) by means of NaOH on ethanol gives the corresponding benzyl ester (III), which is treated with HCl yielding O-benzylhydroxylamine (IV). The reaction of (IV) with dicyaniamide (V) in ethanol affords the biguanide (VI), which is cyclized with cyclopentanone (VII) and HCl giving 1-benzyloxy-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine (VIII). The debenzylation of (VIII) with H2 over PtO2 in ethanol yields 1-hydroxy-2,2-dimethyl-1,2-dihydro-1,3,5-triazine-4,6-diamine (IX), which is finally condensed with 1,6-dibromohexane (X) by means of NaOH in methanol.

参考文献中间体

合成目标

【1】 Zhang, X.P.; Shen, J.; Xin, Z.M.; Qiu, Q.P.; Zhou, W.C.; Synthesis and antiprotozoal activities of some new triazine derivatives including a new antitrypanosomal agent: SIPI-1029. Acta Pharm Sin 1996, 31, 11, 823.
【2】 Zhou, W.; Zhang, X.; Trybizine Hydrochloride. Drugs Fut 1999, 24, 10, 1084.

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)	24777	N-hydroxybenzamide	495-18-1	C₇H₇NO₂	详情	详情
(II)	12912	1-(Bromomethyl)benzene; Alpha-bromotoluene	100-39-0	C₇H₇Br	详情	详情
(III)	24779	N-(benzyloxy)benzamide		C₁₄H₁₃NO₂	详情	详情
(IV)	14640	O-benzylhydroxylamine; 1-[(aminooxy)methyl]benzene	622-33-3	C₇H₉NO	详情	详情
(V)	23611	N-cyanoguanidine	461-58-5	C₂H₄N₄	详情	详情
(VI)	24782	1-[([[[[amino(imino)methyl]amino](imino)methyl]amino]oxy)methyl]benzene		C₉H₁₃N₅O	详情	详情
(VII)	15113	cyclopentanone	120-92-3	C₅H₈O	详情	详情
(VIII)	24784	10-(benzyloxy)-6,8,10-triazaspiro[4.5]deca-6,8-diene-7,9-diamine		C₁₄H₁₉N₅O	详情	详情
(IX)	24785	7,9-diamino-6,8,10-triazaspiro[4.5]deca-7,9-dien-6-ol		C₇H₁₃N₅O	详情	详情
(X)	24786	1,6-dibromohexane	629-03-8	C₆H₁₂Br₂	详情	详情

Extended Information