2,3,4-pentanetrione 3-[N-(2-chlorophenyl)hydrazone] -Drug Synthesis Database

【结构式】

【分子编号】63683

【品名】2,3,4-pentanetrione 3-[N-(2-chlorophenyl)hydrazone]

【CA登记号】

【分子式】C₁₁H₁₁ClN₂O₂

【分子量】238.67332

【元素组成】C 55.36% H 4.65% Cl 14.85% N 11.74% O 13.41%

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：(IV)

2-Chloroaniline (I) is diazotized with NaNO2/HCl and the resultant diazonium salt (II) is further coupled to 2,4-pentanedione (III) to furnish the diketo hydrazone (IV). Subsequent bromination of (IV) with Br2 in Ac2O/AcOH gives rise to the hydrazonyl bromide (V). This is finally condensed with 3-ethynylaniline (VI) in DMF to provide the corresponding aryl amidrazone.

参考文献中间体

合成目标

【1】 Wilson, D.M.; Termin, A.P.; Mao, L.; Ramirez-Weinhouse, M.M.; Molteni, V.; Gootenhuis, P.D.J.; Arylamidrazones as novel corticotropin releasing factor receptor antagonists. J Med Chem 2002, 45, 11, 2123.

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)	35804	2-chloroaniline; 2-chlorophenylamine	95-51-2	C₆H₆ClN	详情	详情
(II)	63682	2-chlorobenzenediazonium chloride		C₆H₄Cl₂N₂	详情	详情
(III)	11620	2,4-Pentanedione;acetylacetone	123-54-6	C₅H₈O₂	详情	详情
(IV)	63683	2,3,4-pentanetrione 3-[N-(2-chlorophenyl)hydrazone]		C₁₁H₁₁ClN₂O₂	详情	详情
(V)	63684	N-(2-chlorophenyl)-2-oxopropanehydrazonoyl bromide		C₉H₈BrClN₂O	详情	详情
(VI)	56445	3-Aminophenylacetylene; 3-Ethynylaniline; m-Aminophenylacetylene	54060-30-9	C₈H₇N	详情	详情

Extended Information