N,N-bis(2-hydroxyethyl)-N'-phenylurea -Drug Synthesis Database

【结构式】

【分子编号】36999

【品名】N,N-bis(2-hydroxyethyl)-N'-phenylurea

【CA登记号】

【分子式】C₁₁H₁₆N₂O₃

【分子量】224.25972

【元素组成】C 58.91% H 7.19% N 12.49% O 21.4%

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)

Condensation of phenyl isocyanate (I) with diethanolamine (II) produced 1,1-bis(2-hydroxyethyl)-3-phenylurea (III), which was converted into the bis(chloroethyl) derivative (IV) upon treatment with SOCl2. Cyclization of this compound at 140 C furnished imidazolinone (V). Finally, condensation of (V) with benzisoxazolylpiperidine (VI) in the presence of K2CO3 and KI in refluxing methyl isobuyl ketone yielded the title compound.

参考文献中间体

合成目标

【1】 Audinot, V.; Millan, M.; Brocco, M.; Peglion, J.-L. (ADIR et Cie.); 3-(Piperid-4-yl)-1,2-benzisoxazole and 3-(piperazin-4-yl)-1,2-benzisoxazole cpds.. EP 0811622; FR 2749304; US 5780474 .

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)	11289	1-Isocyanatobenzene; phenyl isocyanate; Phenylisocyanate	103-71-9	C₇H₅NO	详情	详情
(II)	24273	2-[(2-hydroxyethyl)amino]-1-ethanol	111-42-2	C₄H₁₁NO₂	详情	详情
(III)	36999	N,N-bis(2-hydroxyethyl)-N'-phenylurea		C₁₁H₁₆N₂O₃	详情	详情
(IV)	37000	N,N-bis(2-chloroethyl)-N'-phenylurea		C₁₁H₁₄Cl₂N₂O	详情	详情
(V)	37001	1-(2-chloroethyl)-3-phenyl-2-imidazolidinone		C₁₁H₁₃ClN₂O	详情	详情
(VI)	17910	6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole		C₁₂H₁₃FN₂O	详情	详情

Extended Information