(Z)-3-anilino-2-(4-bromo-3,5-dimethoxybenzyl)-2-propenenitrile -Drug Synthesis Database

【结构式】

【分子编号】31935

【品名】(Z)-3-anilino-2-(4-bromo-3,5-dimethoxybenzyl)-2-propenenitrile

【CA登记号】

【分子式】C₁₈H₁₇BrN₂O₂

【分子量】373.24926

【元素组成】C 57.92% H 4.59% Br 21.41% N 7.51% O 8.57%

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：(XII)

The reaction of (V) with 3-morpholinopropionitrile (X) by means of sodium methoxide in methanol - DMSO gives 4-bromo-3,5-dimethoxy-alpha-(morpholinomethyliden)hydrocinnamic acid nitrile (XI), which by reaction with aniline (B) and HCl in refluxing isopropanol is converted into 4-bromo-3,5-dimethoxy-alpha-(anilinomethyliden)hydrocinnamic acid nitrile (XII). Finally, this compound is condensed with guanidine (A) as before.

参考文献中间体

合成目标

【1】 Sweetman, A.J.; Serradell, M.N.; Castaner, J.; Blancafort, P.; Brodimoprim. Drugs Fut 1982, 7, 2, 93.
【2】 Kompis, I.; Wick, A.; Synthesis of 4-halo-substituted analogs of trimethropin. Helv Chim Acta 1977, 60, 8, 3025-34.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(A)	14790	Guanidine	113-00-8	CH₅N₃	详情	详情
(V)	31928	4-Bromo-3,5-dimethoxybenzaldehyde		C₉H₉BrO₃	详情	详情
(X)	31933	3-Morpholinopropionitrile; 3-(4-Morpholinyl)propanenitrile	4542-47-6	C₇H₁₂N₂O	详情	详情
(XI)	31934	(Z)-2-(4-bromo-3,5-dimethoxybenzyl)-3-(4-morpholinyl)-2-propenenitrile		C₁₆H₁₉BrN₂O₃	详情	详情
(XII)	31935	(Z)-3-anilino-2-(4-bromo-3,5-dimethoxybenzyl)-2-propenenitrile		C₁₈H₁₇BrN₂O₂	详情	详情

Extended Information