2-[3-(1H-imidazol-2-ylsulfanyl)propoxy]benzaldehyde -Drug Synthesis Database

【结构式】

【分子编号】34457

【品名】2-[3-(1H-imidazol-2-ylsulfanyl)propoxy]benzaldehyde

【CA登记号】

【分子式】C₁₃H₁₄N₂O₂S

【分子量】262.33244

【元素组成】C 59.52% H 5.38% N 10.68% O 12.2% S 12.22%

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：(V)

Salicylaldehyde (I) was alkylated with 1,3-dibromopropane (II) to provide bromopropyl ether (III). Furter displacement of the bromine of (III) with the potassium salt of 2-mercaptoimidazole (IV) gave thioether (V). Condensation of methyl cyanoacetate (VI) with 3-chlorobenzylamine (VII) at 120 C afforded cyanoacetamide (VIII). Finally, Knoevenagel reaction of (VIII) with benzaldehyde (V) in the presence of beta-alanine furnished the title compound.

参考文献中间体

合成目标

【1】 Gazit, A.; Levitzki, A.; Reuveni, H.; Poradosu, E.; alpha-Cyanocinnamide derivatives: A new family of non-peptide, non-sulfhydryl inhibitors of Ras farnesylation. Bioorg Med Chem 1999, 7, 8, 1727.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	17022	beta-Alanine; 3-aminopropionic acid	107-95-9	C₃H₇NO₂	详情	详情
(I)	21351	2-Hydroxybenzaldehyde;Salicylic aldehyde；2-Formylphenol;salicylaldehyde	90-02-8	C₇H₆O₂	详情	详情
(II)	12581	1,3-Dibromopropane	109-64-8	C₃H₆Br₂	详情	详情
(III)	34455	2-(3-bromopropoxy)benzaldehyde		C₁₀H₁₁BrO₂	详情	详情
(IV)	34456	1H-imidazole-2-thiol; 1H-imidazol-2-ylhydrosulfide	872-35-5	C₃H₄N₂S	详情	详情
(V)	34457	2-[3-(1H-imidazol-2-ylsulfanyl)propoxy]benzaldehyde		C₁₃H₁₄N₂O₂S	详情	详情
(VI)	34458	Cyanoacetic acid methyl ester; methyl 2-cyanoacetate	105-34-0	C₄H₅NO₂	详情	详情
(VII)	34459	(3-chlorophenyl)methanamine; 3-chlorobenzylamine	4152-90-3	C₇H₈ClN	详情	详情
(VIII)	34460	N-(3-chlorobenzyl)-2-cyanoacetamide		C₁₀H₉ClN₂O	详情	详情

Extended Information