N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide
• CAS No.: 863983-23-7
• Molecular Formula: C₁₄H₁₆N₆O₄S₂
• Molecular Weight: 396.451

Synonyms:N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide

Chemical Property of N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide

Chemical Property:

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Technology Process of N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide

There total 2 articles about N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide 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: 65.0%

3-[(4-methylphenyl)sulfonyl]imidazo[1,2-d][1,2,4]thiadiazole (606969-03-3) + N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide (211512-13-9) → N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide (863983-23-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jo0507486

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide (863983-23-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / triethylamine / CH₂Cl₂ / 20 °C

2: 65 percent / triethylamine / dimethylformamide

With triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo0507486

Reference yield: 86.0%

N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl]-2-nitrobenzenesulfonamide (863983-23-7) + di-tert-butyl dicarbonate (24424-99-5) → t-butyl [6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl][(2-nitrophenyl)sulfonyl]carbamate (863983-33-9)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/jo0507486

upstream raw materials:

3-[(4-methylphenyl)sulfonyl]imidazo[1,2-d][1,2,4]thiadiazole

N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide

2-Nitrobenzenesulfonyl chloride

Downstream raw materials:

t-butyl [6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)butyl][(2-nitrophenyl)sulfonyl]carbamate

t-butyl [6-(imidazo[1,2-d][1,2,4]thiadiazol-3-yl(methyl)amino)butyl][(2-nitrophenyl)sulfonyl]carbamate

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