3-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione -Drug Synthesis Database

【结构式】

【分子编号】50131

【品名】3-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione

【CA登记号】

【分子式】C₁₂H₁₁NO₄S

【分子量】265.28968

【元素组成】C 54.33% H 4.18% N 5.28% O 24.12% S 12.09%

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)

Thiazolidinedione (III) was prepared by condensation of chloroacetic acid (I) with thiourea (II). Alkylation of the potassium salt of (III) with 4-methoxyphenacyl bromide (IV) furnished the 3-phenacyl thiazolidinedione (V). Finally, aldol condensation of (V) with flavone-6-carboxaldehyde (VI) in the presence of NaOAc in HOAc provided the title compound.

参考文献中间体

合成目标

【1】 Altanlar, N.; Ayhan-Killergil, G.; Synthesis of 3-substituted phenacyl-5-[2-phenyl-4H-4-oxo-1-benzopyran-6-yl(methylenyl]thiazolidine-2,4-diones and evaluation of their antimicrobial activity. Arzneim-Forsch Drug Res 2000, 50, 2, 154.

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)	11847	2-Chloroacetic acid; Chloroacetic Acid	79-11-8	C₂H₃ClO₂	详情	详情
(II)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(III)	10883	1,3-Thiazolane-2,4-dione; 2,4-Thiazolidinedione	2295-31-0	C₃H₃NO₂S	详情	详情
(IV)	21991	2-Methoxyphenacyl bromide; 2-bromo-1-(4-methoxyphenyl)-1-ethanone	2632-13-5	C₉H₉BrO₂	详情	详情
(V)	50131	3-[2-(4-methoxyphenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione		C₁₂H₁₁NO₄S	详情	详情
(VI)	50132	4-oxo-2-phenyl-4H-chromene-6-carbaldehyde		C₁₆H₁₀O₃	详情	详情

Extended Information