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【结 构 式】

【分子编号】27851

【品名】disodium 4-amino-1,7-naphthalenedisulfonate

【CA登记号】

【 分 子 式 】C10H7NNa2O6S2

【 分 子 量 】347.280256

【元素组成】C 34.59% H 2.03% N 4.03% Na 13.24% O 27.64% S 18.47%

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:(I)

The reaction of 4-aminonaphthalene-1,7-disulfonic acid disodium salt (I) with 1-methyl-4-nitropyrrole-2-carbonyl chloride (II) by means of NaOAc in water gives the corresponding nitro-amide (III), which is reduced with H2 over Pd/C in water to the amino-amide (IV). The reaction of (IV) with 4-nitropyrrole-2-carbonyl chloride (V) by means of NaOH and NaOAc yields the nitro-diamide (VI), which is reduced with H2 over Pd/C as before affording the amino-diamide (VII). Finally, this compound is dimerized by reaction with phosgene and KOAc in dioxane/water.

1 Bigelow, J.; Oppenheim, J.J.; Rice, W.G.; Buckheit, R.W.; Covey, J.M.; Howard, O.M.Z.; Clanton, D.J.; McCormack, J.J.; Hollisgshead, M.G.; Turpin, J.A.; Inhibition of in vitro and in vivo HIV replication by a distamycin analogue that interferes with chemokine receptor function: A candidate for chemotherapeutic and microbicidal application. J Med Chem 1998, 41, 13, 2184.
2 Mongelli, N.; Biasoli, G.; Paio, A.; Grandi, M.; Ciomei, M. (Pharmacia Corp.); New ureido derivs. of poly-4-amino-2-carboxy-1-methyl cpds.. EP 0462258; JP 1992504426; US 5260329; US 5420296; WO 9110649 .
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) 27851 disodium 4-amino-1,7-naphthalenedisulfonate C10H7NNa2O6S2 详情 详情
(II) 27852 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride C6H5ClN2O3 详情 详情
(III) 27853 disodium 4-[[(1-methyl-4-nitro-1H-pyrrol-2-yl)carbonyl]amino]-1,7-naphthalenedisulfonate C16H11N3Na2O9S2 详情 详情
(IV) 27854 4-nitro-1H-pyrrole-2-carbonyl chloride C5H3ClN2O3 详情 详情
(V) 27855 disodium 4-[[(1-methyl-4-[[(4-nitro-1H-pyrrol-2-yl)carbonyl]amino]-1H-pyrrol-2-yl)carbonyl]amino]-1,7-naphthalenedisulfonate C21H15N5Na2O10S2 详情 详情
(VI) 27856 disodium 4-[[(4-[[(4-amino-1H-pyrrol-2-yl)carbonyl]amino]-1-methyl-1H-pyrrol-2-yl)carbonyl]amino]-1,7-naphthalenedisulfonate C21H17N5Na2O8S2 详情 详情
(VII) 27857 4-(1,1,2,2-tetrafluoroethoxy)aniline 713-62-2 C8H7F4NO 详情 详情
Extended Information