2-hydroxy-N-phenylbenzamide -Drug Synthesis Database

【结构式】

【分子编号】48023

【品名】2-hydroxy-N-phenylbenzamide

【CA登记号】87-17-2

【分子式】C₁₃H₁₁NO₂

【分子量】213.23588

【元素组成】C 73.23% H 5.2% N 6.57% O 15.01%

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：(VII)

3-Methylquinoxalin-2-one (III) was prepared by condensation of 1,2-phenylenediamine (I) with pyruvic acid (II). Alkylation of (III) with benzyl chloride furnished a mixture of the desired N-benzyl quinoxalinone (IV) and the O-benzyl isomer (V). These compounds were separated by means of radial chromatography. Bromination of (IV) with N-bromosuccinimide in the presence of benzoyl peroxide furnished the bromomethyl derivative (VI). Finally, condensation of bromide (VI) with salicylanilide (VII) under phase-transfer conditions provided the title compound.

参考文献中间体

合成目标

【1】 Copper, J.E.; Smith, C.D.; Lawrence, D.S.; Structure-activity studies of substituted quinoxalinones as multiple-drug-resistance antagonists. J Med Chem 2001, 44, 4, 594.

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)	12824	2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine	95-54-5	C₆H₈N₂	详情	详情
(II)	24066	2-oxopropionic acid	127-17-3	C₃H₄O₃	详情	详情
(III)	48019	3-methyl-2(1H)-quinoxalinone	14003-34-0	C₉H₈N₂O	详情	详情
(IV)	48020	1-benzyl-3-methyl-2(1H)-quinoxalinone		C₁₆H₁₄N₂O	详情	详情
(V)	48021	benzyl 3-methyl-2-quinoxalinyl ether; 2-(benzyloxy)-3-methylquinoxaline		C₁₆H₁₄N₂O	详情	详情
(VI)	48022	1-benzyl-3-(bromomethyl)-2(1H)-quinoxalinone		C₁₆H₁₃BrN₂O	详情	详情
(VII)	48023	2-hydroxy-N-phenylbenzamide	87-17-2	C₁₃H₁₁NO₂	详情	详情

Extended Information