• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】30690

【品名】isopropyl isocyanate; 2-isocyanatopropane

【CA登记号】1795-48-8

【 分 子 式 】C4H7NO

【 分 子 量 】85.10572

【元素组成】C 56.45% H 8.29% N 16.46% O 18.8%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(II)

1) By condensation of 3-sulfonamido-4-(3-methylanilino)pyridine (I) with isopropylisocyanate (II) by means of triethylamine at 95 C.

1 Delarge, J.E.; Lapiere, C.L.; Georges, A.M. (A. Christiaens SA); 3-Loweralkylcarbamylsulfonamido-4-phenylaminopyridine-N-oxides, derivatives thereof and pharmaceutical compositions containing same. BE 0827844; CH 609045; CH 610890; DD 121936; DD 126887; DE 2516025; FR 2267775; GB 1477664; JP 50142571; NL 7504521; US 4018929; US 4055650; ZA 7502243 .
2 Castaner, J.; Blancafort, P.; Thorpe, P.; Serradell, M.N.; Torasemide. Drugs Fut 1983, 8, 3, 223.
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) 30689 4-(3-toluidino)-3-pyridinesulfonamide C12H13N3O2S 详情 详情
(II) 30690 isopropyl isocyanate; 2-isocyanatopropane 1795-48-8 C4H7NO 详情 详情

合成路线2

该中间体在本合成路线中的序号:

The hetero Diels-Alder condensation of quinolinedione (I) with the azabutadiene (II) in the presence of ZnBr2 produced regioselectively the pyridoquinoline (III). Benzylic bromination of (III) using N-bromosuccinimide then gave bromomethyl derivative (IV). Subsequent treatment of (IV) with NaOAc in DMF, followed by hydrolysis of the resulting acetate (V), afforded 3-(hydroxymethyl)pyridoquinoline (VI). This was finally treated with isopropyl isocyanate in the presence of Et3N and dibutyltin diacetate to yield the target carbamate.

1 Lee, H.; Lee, S.I.; Yang, S.I.; Synthesis and in vitro cytotoxicity of 3-substituted-1,8-diazaanthraquinones produced by Lewis-acid catalyzed hetero Diels-Alder reaction. Bioorg Med Chem Lett 1998, 8, 21, 2991.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
30690 isopropyl isocyanate; 2-isocyanatopropane 1795-48-8 C4H7NO 详情 详情
(I) 25759 5,8-quinolinedione C9H5NO2 详情 详情
(II) 25760 2-methylacrylaldehyde N,N-dimethylhydrazone C6H12N2 详情 详情
(III) 25761 3-methylpyrido[3,2-g]quinoline-5,10-dione C13H8N2O2 详情 详情
(IV) 25762 3-(bromomethyl)pyrido[3,2-g]quinoline-5,10-dione C13H7BrN2O2 详情 详情
(V) 25763 (5,10-dioxo-5,10-dihydropyrido[3,2-g]quinolin-3-yl)methyl acetate C15H10N2O4 详情 详情
(VI) 25764 3-(hydroxymethyl)pyrido[3,2-g]quinoline-5,10-dione C13H8N2O3 详情 详情
Extended Information