N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide

Base Information

• Chemical Name: N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide
• CAS No.: 1595189-66-4
• Molecular Formula: C₁₉H₁₉N₅O₅S₂
• Molecular Weight: 461.522
• Mol file: 1595189-66-4.mol

Synonyms:

Chemical Property of N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide

There total 4 articles about N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide 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:

1-methyl-4-nitrobenzene (99-99-0) → N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide (1595189-66-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: chlorosulfonic acid / 5 h / -20 - 20 °C

1.2: 8 h / 0 - 20 °C

2.1: chromium(VI) oxide; periodic acid; acetic anhydride / acetonitrile / Reflux

3.1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C

4.1: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 7 h / 0 - 20 °C

5.1: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; tetrahydrofuran / 16 h / 40 °C

With chromium(VI) oxide; chlorosulfonic acid; tert.-butylnitrite; copper(ll) sulfate pentahydrate; trimethylsilylazide; palladium 10% on activated carbon; hydrogen; acetic anhydride; sodium L-ascorbate; periodic acid; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1021/jm500255y

Reference yield:

N-(1,1-dimethylethyl)-2-methyl-5-nitrobenzenesulfonamide → N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide (1595189-66-4)

Guidance literature:

Multi-step reaction with 4 steps

1: chromium(VI) oxide; periodic acid; acetic anhydride / acetonitrile / Reflux

2: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C

3: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 7 h / 0 - 20 °C

4: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; tetrahydrofuran / 16 h / 40 °C

With chromium(VI) oxide; tert.-butylnitrite; copper(ll) sulfate pentahydrate; trimethylsilylazide; palladium 10% on activated carbon; hydrogen; acetic anhydride; sodium L-ascorbate; periodic acid; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1021/jm500255y

Reference yield:

N-t-butyl-6-nitro-1,2-benzisothiazole-3(2H)-one 1,1-dioxide → N-t-butyl-6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide (1595189-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / methanol / 16 h / 20 °C

2: tert.-butylnitrite; trimethylsilylazide / acetonitrile / 7 h / 0 - 20 °C

3: sodium L-ascorbate; copper(ll) sulfate pentahydrate / water; tetrahydrofuran / 16 h / 40 °C

With tert.-butylnitrite; copper(ll) sulfate pentahydrate; trimethylsilylazide; palladium 10% on activated carbon; hydrogen; sodium L-ascorbate; In tetrahydrofuran; methanol; water; acetonitrile;

DOI:10.1021/jm500255y

upstream raw materials:

1-methyl-4-nitrobenzene

N-t-butyl-6-amino-1,2-benzisothiazole-3(2H)-one 1,1-dioxide

Downstream raw materials:

6-(4-[3′-sulfonamido(phenyl)]-1H-1,2,3-triazol-1-yl)-1,2-benzisothiazole-3(2H)-one 1,1-dioxide