4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide

Base Information

• Chemical Name: 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide
• CAS No.: 188444-65-7
• Molecular Formula: C₂₅H₂₃N₇O₆S
• Molecular Weight: 549.567
• Mol file: 188444-65-7.mol

Synonyms:4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide

Chemical Property of 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide

There total 4 articles about 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide 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: 90.0%

4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-6-chloro-9H-purin-9-yl)ethyl]benzenesulfonamide (188444-64-6) → 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide (188444-65-7)

Guidance literature:

With hydrogenchloride; acetic acid; In methanol; N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1016/S0968-0896(96)00202-7

Reference yield:

4-nitro-N,N-bis(2-hydroxyethyl)benzenesulfonamide (18226-07-8) → 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide (188444-65-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: 53 percent / aq. KOH / acetone; dimethylformamide / 15 h / 75 °C

3: 55 percent / K₂CO₃ / dimethylformamide / 48 h / 85 °C

4: 90 percent / HCl, AcOH / dimethylformamide; methanol / 72 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; potassium carbonate; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(96)00202-7

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → 4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-1,9-dihydro-6-oxo-6H-purin-9-yl)ethyl]benzenesulfonamide (188444-65-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 61 percent / Et₃N / CH₂Cl₂ / Ambient temperature

2: 64 percent / Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: 53 percent / aq. KOH / acetone; dimethylformamide / 15 h / 75 °C

4: 55 percent / K₂CO₃ / dimethylformamide / 48 h / 85 °C

5: 90 percent / HCl, AcOH / dimethylformamide; methanol / 72 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; potassium carbonate; acetic acid; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0968-0896(96)00202-7

upstream raw materials:

4-nitro-N-[2-(2-naphthyloxy)ethyl]-N-[2-(2-amino-6-chloro-9H-purin-9-yl)ethyl]benzenesulfonamide

4-nitro-N,N-bis(2-hydroxyethyl)benzenesulfonamide

4-Nitrobenzenesulfonyl chloride

Methanesulfonic acid 2-[(2-methanesulfonyloxy-ethyl)-(4-nitro-benzenesulfonyl)-amino]-ethyl ester