2,4-dichlorobenzoic acid -Drug Synthesis Database

【结构式】

【分子编号】53308

【品名】2,4-dichlorobenzoic acid

【CA登记号】50-84-0

【分子式】C₇H₄Cl₂O₂

【分子量】191.01296

【元素组成】C 44.02% H 2.11% Cl 37.12% O 16.75%

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)

The reaction of 2,4-dichlorophenyl bromide (I) with 14CO2 (II) by means of BuLi in ethyl ether gives the labeled 2,4-dichlorobenzoic acid (III), which is reduced with LiAlH4 in the same solvent to yield 2,4-dichlorobenzyl alcohol (IV). The oxidation of (IV) with lead tetraacetate affords 2,4-dichlorobenzaldehyde (V), which is condensed with sodium sulfite in water at 160 C in a pressure vessel to provide the disulfonate (VI). Finally, the aldehyde group of (VI) is condensed with N-tert-butylhydroxylamine (VII) in hot acetic acid to give rise to the target imine oxide.

参考文献中间体

合成目标

【1】 Johansson, R.; Werner, R.; Syntheses of two [14C]-labeled disodium 4-[(N-tert-butylimino)methyl]benzene-1,3-disulfonate N-oxides. J Label Compd Radiopharm 2000, 43, 13, 1265.

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)	53307	1-Bromo-2,4-dichlorobenzene	1193-72-2	C₆H₃BrCl₂	详情	详情
(III)	33443	2,4-dichlorobenzoic carboxylic acid; 2,4-dichlorobenzoic acid	50-84-0	C₇H₄Cl₂O₂	详情	详情
(III)	53308	2,4-dichlorobenzoic acid	50-84-0	C₇H₄Cl₂O₂	详情	详情
(IV)	53309	(2,4-dichlorophenyl)methanol	1777-82-8	C₇H₆Cl₂O	详情	详情
(IV)	53310	2,4-Dichlorobenzyl alcohol	1777-82-8	C₇H₆Cl₂O	详情	详情
(V)	22196	2,4-dichlorobenzaldehyde	874-42-0	C₇H₄Cl₂O	详情	详情
(V)	53311	2,4-dichlorobenzaldehyde	874-42-0	C₇H₄Cl₂O	详情	详情
(VI)	37311	Benzaldehyde-2,4-disulfonic acid disodium; disodium 4-formyl-1,3-benzenedisulfonate	33513-44-9	C₇H₄Na₂O₇S₂	详情	详情
(VI)	53312	disodium 4-formyl-1,3-benzenedisulfonate	119557-95-8	C₇H₄Na₂O₇S₂	详情	详情
(VII)	36455	(1R,12S)-9-hydroxy-8-methyl-4,6,14-trioxa-16-azatetracyclo[10.3.1.0(2,10).0(3,7)]hexadeca-2,7,9-trien-13-one		C₁₃H₁₃NO₅	详情	详情

Extended Information