Amoscanate
4-硝基-4'-异硫氰基二苯胺Chemical Name: N-(4-Isothiocyanatophenyl)-N-(4-nitrophenyl)amine
CAS No. 26328-53-0
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:By reaction of 4-nitro-4?aminodiphenylamine (I) with N,N-diethylthiocarbamoyl chloride (II),ammonium thiocyanate (III),thiophosgene (IV),or bis-(N,N-diethylthiocarbamoyl)disulfide (V) in the appropriate solvent
合成路线:Methylation of 2,6-diisopropylphenol (I) with iodomethane and K2CO3 provides ether (II).Subsequent treatment with iodine and nitric acid gives rise to the diaryl iodonium compound (III),isolated as the corresponding tetrafluoroborate salt.3,5-Dibromo-4-hydroxybenzoic acid (IV) is esterified with methanol and thionyl chloride to produce (V).Copper-promoted coupling between hydroxybenzoate (V) and the diaryl iodonium salt (III) leads to diaryl ether (VI).Finally,simultaneous cleavage of the methyl ether and ester groups of (VI) is achieved by means of boron tribromide in cold CH2Cl2
📌 参考资料/链接：
参考文献标题:Nuclear receptor ligands and ligand binding domains
文献作者:Brenneisen,P.; et al.(Ciba Geigy Corp.)
参考来源:DE 1932690; DE 1935338; US 3839582
📄 详细内容
合成路线:By reaction of 4-nitro-4?aminodiphenylamine (I) with N,N-diethylthiocarbamoyl chloride (II),ammonium thiocyanate (III),thiophosgene (IV),or bis-(N,N-diethylthiocarbamoyl)disulfide (V) in the appropriate solvent
参考文献标题:Amoscanate
文献作者:Castar,J.; Bogan,J.A.
参考来源:Drugs Fut 1977,2(1),10
合成路线:Two new syntheses for amoscanate have been described:1) The reaction of 4-isothiocyanatobenzoyl chloride (I) with sodium azide (II) gives 4-isothiocyanatobenzoyl azide (III),which by heating in chlorobenzene is converted into 4-isothiocyanatophenyl isocyanate (IV).Finally this compound is condensed with 4-nitrophenol (V) by heating at 190 C.2) By condensation of 1,4-phenylenebisisothiocyanate (VI) with 4-nitrophenol (V) at 190 C as before.
参考文献标题:
文献作者:
参考来源:IN 150073
产品链接: CAS No. 26328-53-0››