4-[(4-aminobenzoyl)amino]benzoic acid -Drug Synthesis Database

【结构式】

【分子编号】56046

【品名】4-[(4-aminobenzoyl)amino]benzoic acid

【CA登记号】

【分子式】C₁₄H₁₂N₂O₃

【分子量】256.26096

【元素组成】C 65.62% H 4.72% N 10.93% O 18.73%

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：(IX)

Coupling between 4-nitrobenzoyl chloride (VI) and 4-aminobenzoic acid (VII) afforded nitrobenzamide (VIII), which was further reduced to amine (IX) by catalytic hydrogenation over Pd/C. Acylation of (IX) with phthalimidoacetyl chloride (X) yielded diamide (XI). The carboxyl group of (XI) was then activated as the corresponding acid chloride (XII) by treatment with SOCl2. Then, condensation of the glycylamide derivative (XIII) with acid chloride (XII) furnished amide (XIV).

参考文献中间体

合成目标

【1】 Rousseaux, O.; Simonot, C. (Guerbet SA); Gadolinium complex tetramides and use in medical imaging. EP 1178975; FR 2793795; WO 0071526 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VI)	18941	p-nitrobenzoyl chloride; 4-nitrobenzoyl chloride	122-04-3	C₇H₄ClNO₃	详情	详情
(VII)	20004	p-aminobenzoic acid; 4-aminobenzoic acid	150-13-0	C₇H₇NO₂	详情	详情
(VIII)	56045	4-[(4-nitrobenzoyl)amino]benzoic acid		C₁₄H₁₀N₂O₅	详情	详情
(IX)	56046	4-[(4-aminobenzoyl)amino]benzoic acid		C₁₄H₁₂N₂O₃	详情	详情
(X)	10278	2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl chloride	6780-38-7	C₁₀H₆ClNO₃	详情	详情
(XI)	56047	4-[(4-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl]amino}benzoyl)amino]benzoic acid		C₂₄H₁₇N₃O₆	详情	详情
(XII)	56048	4-[(4-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl]amino}benzoyl)amino]benzoyl chloride		C₂₄H₁₆ClN₃O₅	详情	详情
(XIII)	56049	5-[(2-aminoacetyl)amino]-2,4,6-tribromo-N~1~,N~1~,N~3~,N~3~-tetrakis(2,3,4,5,6-pentahydroxyhexyl)isophthalamide		C₃₄H₅₇Br₃N₄O₂₃	详情	详情
(XIV)	56050	2,4,6-tribromo-5-{[2-({4-[(4-{[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl]amino}benzoyl)amino]benzoyl}amino)acetyl]amino}-N~1~,N~1~,N~3~,N~3~-tetrakis(2,3,4,5,6-pentahydroxyhexyl)isophthalamide		C₅₈H₇₂Br₃N₇O₂₈	详情	详情

Extended Information