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【结 构 式】

【分子编号】24268

【品名】5,8-dinitro-1H,3H-benzo[de]isochromene-1,3-dione

【CA登记号】

【 分 子 式 】C12H4N2O7

【 分 子 量 】288.17304

【元素组成】C 50.02% H 1.4% N 9.72% O 38.86%

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:(II)

Nitration of 1,8-naphthalic anhydride (I) in sulfuric acid at 60 C for 1 h gives 3,6-dinitro-1,8-naphthalic anhydride (II) in 80% yield (m.p. 209-211 C from toluene; NMR: in CDCl3 a 9.22, 9.27, 2 singlet aromatic H), which, on treatment with unsym-N,N-dimethylethylenediamine at room temperature for 30 min, followed by azeotropical removal of water at 140 C for 2 h in refluxing toluene solution and salt conversion with HCl, yields the monohydrochloride salt of dinimide in 62% yield.

1 Cheng, C.C.; Zee-Cheng, R.K.-Y. (Pfizer Inc.); 3,6-Disubstd.-1,8-naphthalimides and methods for their production and use. EP 0125439; JP 1985001166; US 4499266 .
2 Zee-Cheng R.K.-Y.; Cheng, C.C.; Dinimide hydrochloride. Drugs Fut 1986, 11, 9, 737.
3 Zee-Cheng, R.K.Y.; Cheng, C.C.; N-(Aminoalkyl)imide antineoplastic agents. Synthesis and biological activity. J Med Chem 1985, 28, 9, 1216-22.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
14881 N-(2-aminoethyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,2-ethanediamine; 2-Dimethylaminoethylamine 108-00-9 C4H12N2 详情 详情
(I) 16982 1H,3H-benzo[de]isochromene-1,3-dione; 1,8-Naphthalic Anhydride 81-84-5 C12H6O3 详情 详情
(II) 24268 5,8-dinitro-1H,3H-benzo[de]isochromene-1,3-dione C12H4N2O7 详情 详情
(III) 24269 8-([[2-(dimethylamino)ethyl]amino]carbonyl)-3,6-dinitro-1-naphthoic acid C16H16N4O7 详情 详情
Extended Information