2-[4-(4-methoxyphenyl)-1-piperazinyl]acetohydrazide -Drug Synthesis Database

【结构式】

【分子编号】25574

【品名】2-[4-(4-methoxyphenyl)-1-piperazinyl]acetohydrazide

【CA登记号】

【分子式】C₁₃H₂₀N₄O₂

【分子量】264.32756

【元素组成】C 59.07% H 7.63% N 21.2% O 12.11%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(IV)

The condensation of 1-(4-methoxyphenyl)piperazine (I) with ethyl chloroacetate (II) gives the expected condensation product (III), which by treatment with hydrazine in converted into the corresponding hydrazide (IV). The cyclization of (IV) with benzimidate (V) by heating at 180 C affords the triazole (VI), which is finally condensed with 4-fluorobenzyl chloride (VII) by means of NaH in DMF.

参考文献中间体

合成目标

【1】 Chytiroglou-Lada, A.; Filippatos, E.C.; Papakonstantinou-Garoufalias, S.S.; Papadaki-Valiraki, A.E.; Todoulou, O.G.; Synthesis, antifungal activity and antibacterial evaluation of some 3-piperazinylmethyl-5-aryl-1H-1,2,4-triazoles. Arzneim-Forsch Drug Res 1998, 48, 10, 1019.

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)	16312	1-(4-Methoxyphenyl)piperazine; Methyl 4-piperazinophenyl ether	38212-30-5	C₁₁H₁₆N₂O	详情	详情
(II)	16601	ethyl chloroacetate; ethyl 2-chloroacetate	105-39-5	C₄H₇ClO₂	详情	详情
(III)	25573	ethyl 2-[4-(4-methoxyphenyl)-1-piperazinyl]acetate		C₁₅H₂₂N₂O₃	详情	详情
(IV)	25574	2-[4-(4-methoxyphenyl)-1-piperazinyl]acetohydrazide		C₁₃H₂₀N₄O₂	详情	详情
(V)	14225	ethyl benzenecarboximidoate		C₉H₁₁NO	详情	详情
(VI)	25575	1-(4-methoxyphenyl)-4-[(5-phenyl-1H-1,2,4-triazol-3-yl)methyl]piperazine; methyl 4-[4-[(5-phenyl-1H-1,2,4-triazol-3-yl)methyl]-1-piperazinyl]phenyl ether		C₂₀H₂₃N₅O	详情	详情
(VII)	12354	4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene	352-11-4	C₇H₆ClF	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

The condensation of 1-(4-methoxyphenyl)piperazine (I) with ethyl chloroacetate (II) gives the expected condensation product (III), which by treatment with hydrazine in converted into the corresponding hydrazide (IV). The cyclization of (IV) with 4-methylbenzimidate (V) by heating at 180 C affords the triazole (VI), which is finally condensed with 4-fluorobenzyl chloride (VII) by means of NaH in DMF.

参考文献中间体

合成目标

【1】 Chytiroglou-Lada, A.; Filippatos, E.C.; Papakonstantinou-Garoufalias, S.S.; Papadaki-Valiraki, A.E.; Todoulou, O.G.; Synthesis, antifungal activity and antibacterial evaluation of some 3-piperazinylmethyl-5-aryl-1H-1,2,4-triazoles. Arzneim-Forsch Drug Res 1998, 48, 10, 1019.

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)	16312	1-(4-Methoxyphenyl)piperazine; Methyl 4-piperazinophenyl ether	38212-30-5	C₁₁H₁₆N₂O	详情	详情
(II)	16601	ethyl chloroacetate; ethyl 2-chloroacetate	105-39-5	C₄H₇ClO₂	详情	详情
(III)	25573	ethyl 2-[4-(4-methoxyphenyl)-1-piperazinyl]acetate		C₁₅H₂₂N₂O₃	详情	详情
(IV)	25574	2-[4-(4-methoxyphenyl)-1-piperazinyl]acetohydrazide		C₁₃H₂₀N₄O₂	详情	详情
(V)	25576	ethyl 4-methylbenzenecarboximidoate		C₁₀H₁₃NO	详情	详情
(VI)	25577	methyl 4-(4-[[5-(4-methylphenyl)-1H-1,2,4-triazol-3-yl]methyl]-1-piperazinyl)phenyl ether; 1-(4-methoxyphenyl)-4-[[5-(4-methylphenyl)-1H-1,2,4-triazol-3-yl]methyl]piperazine		C₂₁H₂₅N₅O	详情	详情
(VII)	12354	4-Fluorobenzyl chloride; 1-(Chloromethyl)-4-fluorobenzene	352-11-4	C₇H₆ClF	详情	详情

Extended Information