2-(4-cyanophenoxy)-5-methoxybenzoic acid -Drug Synthesis Database

【结构式】

【分子编号】40472

【品名】2-(4-cyanophenoxy)-5-methoxybenzoic acid

【CA登记号】

【分子式】C₁₅H₁₁NO₄

【分子量】269.25668

【元素组成】C 66.91% H 4.12% N 5.2% O 23.77%

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：(XI)

The condensation of 2-bromo-5-methoxybenzoic acid (IX) with 4-hydroxybenzonitrile (X) by means of K2CO3, Cu and Cu2I2 in n-pentanol gives 2-(4-cyanophenoxy)-5-methoxybenzoic acid (XI), which is cyclized and hydrolyzed with hot H2SO4 to give the starting product (I). Alternatively, compound (XI) can be cyclized and partially hydrolyzed with hot polyphosphoric acid giving 7-methoxy-9-oxoxanthene-2-carboxamide (XII), which is finally hydrolyzed with H2SO4.

参考文献中间体

合成目标

【1】 Castaner, J.; Blancafort, P.; AH 7725. Drugs Fut 1976, 1, 7, 313.
【2】 Bays, D.E.; Xanthone derivatives.. DE 2058295; FR 2073425; GB 1312620; US 3706768 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IX)	17819	2-bromo-5-methoxybenzoic acid	22921-68-2	C₈H₇BrO₃	详情	详情
(X)	25109	4-hydroxybenzonitrile	767-00-0	C₇H₅NO	详情	详情
(XI)	40472	2-(4-cyanophenoxy)-5-methoxybenzoic acid		C₁₅H₁₁NO₄	详情	详情
(XII)	40473	7-methoxy-9-oxo-9H-xanthene-2-carboxamide		C₁₅H₁₁NO₄	详情	详情

Extended Information