9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine

Base Information

• Chemical Name: 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine
• CAS No.: 455251-65-7
• Molecular Formula: C₃₆H₂₈ClN₅O₃S
• Molecular Weight: 646.169

Synonyms:9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine

Chemical Property of 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine

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Technology Process of 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine

There total 2 articles about 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 23.0%

9-chloro-4-acridinecarbonyl chloride (89459-22-3) + 5-[N-(3-aminopropyl)-N-p-toluenesulfonyl]amino[1,10]phenanthroline (455251-64-6) → 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine (455251-65-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 4 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(02)00345-9

Reference yield:

4-methyl-N-[1,10]phenanthrolin-5-yl-benzenesulfonamide → 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine (455251-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 57 percent / potassium carbonate / dimethylformamide / 60 °C

2: 41 percent / hydrazine hydrate / ethanol / 2 h / 60 °C

3: 23 percent / triethylamine / dimethylformamide / 0.17 h / 4 °C

With potassium carbonate; hydrazine hydrate; triethylamine; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(02)00345-9

Reference yield:

6-amino-9-(10-amino-3,7-diazadecyl)-9H-purine (114882-25-6) + 9-chloro-4-[N-(3-(N-([1,10]phenanthrolin-5-yl)-N-(p-toluenesulfonyl)amino)propyl)carboxamido]acridine (455251-65-7) → 9-(3-{3-[2-(6-amino-purin-9-yl)-ethylamino]-propylamino}-propylamino)-acridine-4-carboxylic acid {3-[[1,10]phenanthrolin-5-yl-(toluene-4-sulfonyl)-amino]-propyl}-amide

Guidance literature:

With triethylamine; In phenol; at 70 ℃; for 6h;

DOI:10.1016/S0040-4020(02)00345-9

upstream raw materials:

9-chloro-4-acridinecarbonyl chloride

5-[N-(3-aminopropyl)-N-p-toluenesulfonyl]amino[1,10]phenanthroline

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