7-hydroxy-3-methyl-2H-chromen-2-one -Drug Synthesis Database

【结构式】

【分子编号】20096

【品名】7-hydroxy-3-methyl-2H-chromen-2-one

【CA登记号】

【分子式】C₁₀H₈O₃

【分子量】176.17172

【元素组成】C 68.18% H 4.58% O 27.25%

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：(III)

7-Hydroxy-3-methylcoumarin (III) was obtained by Perkin reaction of 2,4-dihydroxybenzaldehyde (I) and propionic anhydride (II) in the presence of sodium propionate in pyridine. Alkylation of N-phenylpiperazine (IV) with 1-bromo-3-chloropropane (V) and NaOH in acetone provided the chloropropyl compond (VI), which was finally condensed with coumarin (III) using NaH in DMF.

参考文献中间体

合成目标

【1】 Antonello, C.; et al.; Synthesis and characterization of new methylpsoralens as potential photochemotherapeutic agents. Farmaco 1994, 49, 4, 277.
【2】 Teran, C.; Santana, L.; Uriarte, E.; Fall, Y.; Unelius, L.; Tolf, B.R.; Phenylpiperazine derivatives with strong affinity for 5HT1A, D2A and D3 receptors. Bioorg Med Chem Lett 1998, 8, 24, 3567.

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)	20094	2,4-dihydroxybenzaldehyde	95-01-2	C₇H₆O₃	详情	详情
(II)	20095	propionic anhydride	123-62-6	C₆H₁₀O₃	详情	详情
(III)	20096	7-hydroxy-3-methyl-2H-chromen-2-one		C₁₀H₈O₃	详情	详情
(IV)	10756	N-Phenylpiperazine; 1-Phenylpiperazine; Phenyl piperazine	92-54-6	C₁₀H₁₄N₂	详情	详情
(V)	10358	1-Bromo-3-chloropropane	109-70-6	C₃H₆BrCl	详情	详情
(VI)	20099	1-(3-chloropropyl)-4-phenylpiperazine		C₁₃H₁₉ClN₂	详情	详情

Extended Information