N-(2,2-diethoxyethyl)-N'-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]urea -Drug Synthesis Database

【结构式】

【分子编号】27859

【品名】N-(2,2-diethoxyethyl)-N'-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]urea

【CA登记号】

【分子式】C₁₅H₂₀F₄N₂O₄

【分子量】368.3284928

【元素组成】C 48.91% H 5.47% F 20.63% N 7.61% O 17.38%

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：(III)

Aniline (I) was converted to phenyl carbamate (II) by treatment with phenyl chloroformate. Subsequent condensation of (III) with 2,2-diethoxyethylamine provided urea (III), which was cyclized under acidic conditions to give imidazolone (IV). Optionally, imidazolidinone (V) was obtained by catalytic hydrogenation of (IV).

参考文献中间体

合成目标

【1】 Itoh, K.; Tamura, N.; Matsushita, Y.; Hososno, H.; Hayashi, R.; Okonogi, K.; Kitazaki, T.; Tasaka, A.; Optically active antifungal azoles. VIII. Synthesis and antifungal activity of 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-substituted phenyl)-2(1H,3H)-imidazolones and 2-imidazolidinones. Chem Pharm Bull 1999, 47, 3, 351.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	10331	2,2-Diethoxy-1-ethanamine; 2,2-Diethoxyethylamine; Aminoacetaldehyde diethyl acetal	645-36-3	C₆H₁₅NO₂	详情	详情
	13580	1-[(Chlorocarbonyl)oxy]benzene; phenyl chloroformate	1885-14-9	C₇H₅ClO₂	详情	详情
(I)	27857	4-(1,1,2,2-tetrafluoroethoxy)aniline	713-62-2	C₈H₇F₄NO	详情	详情
(II)	27858	phenyl 4-(1,1,2,2-tetrafluoroethoxy)phenylcarbamate		C₁₅H₁₁F₄NO₃	详情	详情
(III)	27859	N-(2,2-diethoxyethyl)-N'-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]urea		C₁₅H₂₀F₄N₂O₄	详情	详情
(IV)	27860	1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-1,3-dihydro-2H-imidazol-2-one		C₁₁H₈F₄N₂O₂	详情	详情
(V)	27861	1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2-imidazolidinone		C₁₁H₁₀F₄N₂O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

Aniline (I) was converted to phenyl carbamate (II) by treatment with phenyl chloroformate. Subsequent condensation of (II) with 2,2-diethoxyethylamine provided urea (III), which was cyclized under acidic conditions to give imidazolone (IV). Optionally, imidazolidinone (V) was obtained by catalytic hydrogenation of (IV).

参考文献中间体

合成目标

【1】 Itoh, K.; Tamura, N.; Matsushita, Y.; Hososno, H.; Hayashi, R.; Okonogi, K.; Kitazaki, T.; Tasaka, A.; Optically active antifungal azoles. VIII. Synthesis and antifungal activity of 1-[(1R,2R)-2-(2,4-difluoro- and 2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-(4-substituted phenyl)-2(1H,3H)-imidazolones and 2-imidazolidinones. Chem Pharm Bull 1999, 47, 3, 351.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	10331	2,2-Diethoxy-1-ethanamine; 2,2-Diethoxyethylamine; Aminoacetaldehyde diethyl acetal	645-36-3	C₆H₁₅NO₂	详情	详情
	13580	1-[(Chlorocarbonyl)oxy]benzene; phenyl chloroformate	1885-14-9	C₇H₅ClO₂	详情	详情
(I)	27857	4-(1,1,2,2-tetrafluoroethoxy)aniline	713-62-2	C₈H₇F₄NO	详情	详情
(II)	27858	phenyl 4-(1,1,2,2-tetrafluoroethoxy)phenylcarbamate		C₁₅H₁₁F₄NO₃	详情	详情
(III)	27859	N-(2,2-diethoxyethyl)-N'-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]urea		C₁₅H₂₀F₄N₂O₄	详情	详情
(IV)	27860	1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-1,3-dihydro-2H-imidazol-2-one		C₁₁H₈F₄N₂O₂	详情	详情
(V)	27861	1-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-2-imidazolidinone		C₁₁H₁₀F₄N₂O₂	详情	详情

Extended Information