Botiacrine, DMA

波普吖啶Chemical Name: 9,9-Dimethylacridine-10(9H)-carbothioic acid S-[2-(dimethylamino)ethyl] ester
CAS No. 4774-53-2
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:The esterification of N-phenylanthranilic acid (I) with methanol and HCl yields the corresponding methyl ester (II),which by a Grignard reaction with methylmagnesium iodide in THF is converted into 2-anilinophenyl dimethyl carbinol (III).The cyclization of (III) with polyphosphoric acid at 170 C affords 9,9-dimethylacridan (IV),which by carbonylation with phosgene in refluxing toluene yields 9,9-dimethylacridan-10-carbonyl chloride (V) (1).Finally this compound is esterified with 2-dimethylaminoethanethiol (VI) by means of NaH in ether
📌 参考资料/链接:
参考文献标题:Botiacrine
文献作者:Castar,J.; Hopkins,S.J.
参考来源:Drugs Fut 1978,3(1),16

📄 详细内容


合成路线:The esterification of N-phenylanthranilic acid (I) with methanol and HCl yields the corresponding methyl ester (II),which by a Grignard reaction with methylmagnesium iodide in THF is converted into 2-anilinophenyl dimethyl carbinol (III).The cyclization of (III) with polyphosphoric acid at 170 C affords 9,9-dimethylacridan (IV),which by carbonylation with phosgene in refluxing toluene yields 9,9-dimethylacridan-10-carbonyl chloride (V) (1).Finally this compound is esterified with 2-dimethylaminoethanethiol (VI) by means of NaH in ether

参考文献标题:Synthesis of 9,9-dialkylacridans substituted at position 10
文献作者:Molnar,I.; Wagner-Jauregg,T.
参考来源:Helv Chim Acta 1965,48(7),1782


合成路线:The esterification of N-phenylanthranilic acid (I) with methanol and HCl yields the corresponding methyl ester (II),which by a Grignard reaction with methylmagnesium iodide in THF is converted into 2-anilinophenyl dimethyl carbinol (III).The cyclization of (III) with polyphosphoric acid at 170 C affords 9,9-dimethylacridan (IV),which by carbonylation with phosgene in refluxing toluene yields 9,9-dimethylacridan-10-carbonyl chloride (V) (1).Finally this compound is esterified with 2-dimethylaminoethanethiol (VI) by means of NaH in ether

参考文献标题:
文献作者:(Siegfried Aktiengesellschaft)
参考来源:DE 2161700; FR 2118100; GB 1335728


合成路线:The esterification of N-phenylanthranilic acid (I) with methanol and HCl yields the corresponding methyl ester (II),which by a Grignard reaction with methylmagnesium iodide in THF is converted into 2-anilinophenyl dimethyl carbinol (III).The cyclization of (III) with polyphosphoric acid at 170 C affords 9,9-dimethylacridan (IV),which by carbonylation with phosgene in refluxing toluene yields 9,9-dimethylacridan-10-carbonyl chloride (V) (1).Finally this compound is esterified with 2-dimethylaminoethanethiol (VI) by means of NaH in ether
参考文献标题:
文献作者:Molnar,I.; et al.(Siegfried Aktiengesellschaft)
参考来源:US 3830918


产品链接: CAS No. 4774-53-2››