4-methoxy-N(1)-phenyl-1,2-benzenediamine -Drug Synthesis Database

【结构式】

【分子编号】24775

【品名】4-methoxy-N(1)-phenyl-1,2-benzenediamine

【CA登记号】

【分子式】C₁₃H₁₄N₂O

【分子量】214.26704

【元素组成】C 72.87% H 6.59% N 13.07% O 7.47%

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-chloro-5-methoxynitrobenzene (I) with aniline (II) in basic medium gives the diphenylamine (III), which is reduced at the NO2 group with H2 over Pd/C in methanol yielding the o-phenylenediamine (IV). Finally, this compoud is cyclized with formamidine (V) in refluxing 2-methoxyethanol.

参考文献中间体

合成目标

【1】 Palmer, B.D.; Smaill, J.B.; Boyd, M.; Boschelli, D.H.; Doherty, A.M.; Hamby, J.M.; Khatana, S.S.; Kramer, J.B.; Kraker, A.J.; Panek, R.L.; Lu, G.H.; Dahring, T.K.; Winters, R.T.; Showalter, H.D.; Denny, W.A.; Structure-activity relationships for 1-phenylbenzimidazoles as selective ATP site inhibitors of the platelet-derived growth factor receptor. J Med Chem 1998, 41, 27, 5457.

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)	24772	1-chloro-4-methoxy-2-nitrobenzene	10298-80-3	C₇H₆ClNO₃	详情	详情
(II)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(III)	24774	4-methoxy-2-nitro-N-phenylaniline		C₁₃H₁₂N₂O₃	详情	详情
(IV)	24775	4-methoxy-N(1)-phenyl-1,2-benzenediamine		C₁₃H₁₄N₂O	详情	详情
(V)	15369	Iminoformamide; Methanimidamide	463-52-5	CH₄N₂	详情	详情

Extended Information