N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide

Base Information

• Chemical Name: N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide
• CAS No.: 219963-52-7
• Molecular Formula: C17H18Br2FN3O3S
• DSSTox Substance ID: DTXSID301026949
• Nikkaji Number: J1.464.712K
• Wikipedia: SB-357134
• Wikidata: Q855557
• Pharos Ligand ID: 66MYL3AN6XPM
• ChEMBL ID: CHEMBL329383
• Mol file: 219963-52-7.mol

Synonyms:N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide;SB-357134

Chemical Property of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 522.93992
• Heavy Atom Count: 27
• Complexity: 589

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)S(=O)(=O)NC2=C(C(=CC(=C2)Br)F)Br)N3CCNCC3

Technology Process of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide

There total 5 articles about N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide 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%

N-(2,5-Dibromo-3-fluoro-phenyl)-4-methoxy-3-[4-(2,2,2-trichloro-acetyl)-piperazin-1-yl]-benzenesulfonamide → N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (219963-52-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1016/S0960-894X(00)00597-7

Reference yield:

1-(2-Methoxyphenyl)piperazine (35386-24-4) → N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (219963-52-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / i-Pr₂NEt / CH₂Cl₂ / 18 h / 20 °C

2: 94 percent / ClSO₃H / 1 h / 0 °C

3: pyridine / 1,2-dichloro-ethane / Heating

4: 90 percent / 1 M aq. KOH / tetrahydrofuran / 18 h / 20 °C

With pyridine; chlorosulfonic acid; potassium hydroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(00)00597-7

Reference yield:

2,2,2-trichloro-1-(4-(2-methoxyphenyl)piperazin-1-yl)ethanone (219963-59-4) → N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (219963-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / ClSO₃H / 1 h / 0 °C

2: pyridine / 1,2-dichloro-ethane / Heating

3: 90 percent / 1 M aq. KOH / tetrahydrofuran / 18 h / 20 °C

With pyridine; chlorosulfonic acid; potassium hydroxide; In tetrahydrofuran; 1,2-dichloro-ethane;

DOI:10.1016/S0960-894X(00)00597-7

upstream raw materials:

1-(2-Methoxyphenyl)piperazine

2,2,2-trichloro-1-(4-(2-methoxyphenyl)piperazin-1-yl)ethanone

4-methoxy-3-(4-(2,2,2-trichloroacetyl)piperazin-1-yl)benzene-1-sulfonyl chloride