1-Methyl-3,3-diphenylurea; N'-Methyl-N,N-diphenylurea -Drug Synthesis Database

【结构式】

【分子编号】11022

【品名】1-Methyl-3,3-diphenylurea; N'-Methyl-N,N-diphenylurea

【CA登记号】13114-72-2

【分子式】C₁₄H₁₄N₂O

【分子量】226.27804

【元素组成】C 74.31% H 6.24% N 12.38% O 7.07%

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：(VI),(XI)

2) The condensation of N,N-diphenylcarbamoyl chloride (IV) with [13C]-labeled methylamine (V) gives the corresponding urea (VI), which by heating at 240 C is converted to the [13C]-labeled methyl isocyanate (VII). Finally, this compound is cyclized with the diazonium salt (VIII) (obtained by diazotation of 3-aminopyrazole-4-carbonitrile with NaNO2-HCl in the usual way) to afford temozolomide labeled at the methyl in the 3-position. 3) The preceding sequence performed with [15N]-labeled methylamine (X) gives urea (XI), isocyanate (XII) and finally temozolomide labeled at the N in the 3-position.

参考文献中间体

合成目标

【1】 Wilman, D.E.V.; Thomson, W.; Wheelhouse, R.T.; Stevens, M.F.G.; Antitumour imidazotetrazines. 31. The synthesis of isotopically labelled temozolomide and a multinuclear (H-1, C-13, N-15) magnetic resonance investigation of temozolomide and mitozolomide. J Chem Soc - Perkins Trans I 1995, 3, 3, 249.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII),(XII)	11019	(Methylimino)(oxo)methane; methyl isocyanate		C₂H₃NO	详情	详情
(V),(X)	11021	Methanamine; Methylamine	74-89-5	CH₅N	详情	详情
(VI),(XI)	11022	1-Methyl-3,3-diphenylurea; N'-Methyl-N,N-diphenylurea	13114-72-2	C₁₄H₁₄N₂O	详情	详情
(IV)	11020	N,N-Diphenylcarbamic chloride; Diphenylcarbamyl chloride	83-01-2	C₁₃H₁₀ClNO	详情	详情
(V)	45041	methylamine; methanamine		CH₅N	详情	详情
(VI)	45042	N'-methyl-N,N-diphenylurea		C₁₄H₁₄N₂O	详情	详情
(VII)	45043	(methylimino)(oxo)methane; methyl isocyanate		C₂H₃NO	详情	详情
(VIII)	11016	1-[5-(Aminocarbonyl)-4-imidazolidinyl]diazonium		C₄H₃N₅O	详情	详情
(IX)	11015	5-Amino-1H-imidazole-4-carboxamide	360-97-4	C₄H₆N₄O	详情	详情
(X)	45044	methylamine; methanamine		CH₅N	详情	详情
(XI)	45045	N'-methyl-N,N-diphenylurea		C₁₄H₁₄N₂O	详情	详情
(XII)	45046	methyl isocyanate; (methylimino)(oxo)methane		C₂H₃NO	详情	详情

Extended Information