[1,1'-Biphenyl]-4-sulfonamide

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-sulfonamide
• CAS No.: 4371-23-7
• Molecular Formula: C12H11NO2S
• Molecular Weight: 233.291
• Hs Code.: 2935009090
• European Community (EC) Number: 841-174-5
• ChEMBL ID: CHEMBL3764182
• DSSTox Substance ID: DTXSID90407544
• Nikkaji Number: J409.568E
• Pharos Ligand ID: 36J9MURNK8Q1
• Wikidata: Q82212845
• Mol file: 4371-23-7.mol

Synonyms:[1,1'-Biphenyl]-4-sulfonamide;4371-23-7;4-phenylbenzenesulfonamide;4-phenylbenzene-1-sulfonamide;4-(Phenyl)-Benzenesulfonamide;72D;4-biphenylsulfonamide;Oprea1_518194;SCHEMBL308881;CHEMBL3764182;DTXSID90407544;JVFCCRJSBNUDDU-UHFFFAOYSA-N;BDBM210935;4-(phenyl)-bezenesulfonamide (4a);AKOS001185361;SB81142;EN300-75204;SR-01000009205;SR-01000009205-1;Z57719740

Chemical Property of [1,1'-Biphenyl]-4-sulfonamide

Chemical Property:

• PSA: 68.54000
• LogP: 3.78210
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 233.05104977
• Heavy Atom Count: 16
• Complexity: 306

Purity/Quality:

95% ^*data from raw suppliers

4-PHENYLBENZENE-1-SULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)S(=O)(=O)N

Technology Process of [1,1'-Biphenyl]-4-sulfonamide

There total 12 articles about [1,1'-Biphenyl]-4-sulfonamide 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: 97.0%

C16H13NO4S → biphenyl-4-sulfonamide (4371-23-7)

Guidance literature:

With allyl bromide; In ethanolamine; at 80 ℃; for 8h; Sealed tube;

DOI:10.1021/acs.orglett.1c03541

Reference yield: 90.0%

[1,1'-biphenyl]-4-sulfinamide → biphenyl-4-sulfonamide (4371-23-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.1c08052

Reference yield: 85.0%

4-bromo-1,1'-biphenyl (92-66-0) → biphenyl-4-sulfonamide (4371-23-7)

Guidance literature:

4-bromo-1,1'-biphenyl; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

With N-sulfinyl-O-(tert-butyl)hydroxylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03505

upstream raw materials:

4-diphenylsulfonyl chloride

sulfanilamide

benzene

4-bromo-benzenesulfonic acid amide

Downstream raw materials:

3-(2,4-dichlorobenzyl)-2-methyl-5-((4-phenylbenzene)-sulfonylcarbamoyl)indole

C₂₄H₁₈N₄O₃S₂

(S)-N-(4-((2-cyclohexylpropoxy)methyl)phenyl)biphenyl-4-sulfonamide

N-(3-((1H-1,2,4-triazol-3-yl)thio)-4-hydroxynaphthalen-1-yl)-4-phenylbenzenesulfonamide

Refernces

• 1、 Andrews, Charlotte L.,Cardozo, Joaquin M.,Chow, Alyssa S.,Crainic, Jennifer A.,Parsons, William H.,Rutland, Nicholas T.,Sheehan, Brendan K.. "Development of succinimide-based inhibitors for the mitochondrial rhomboid protease PARL". supporting information. . Retrieved 2021/08/04.
• 2、 Lo, Pui Kin Tony,Willis, Michael C.. "Nickel(II)-Catalyzed Addition of Aryl and Heteroaryl Boroxines to the Sulfinylamine Reagent TrNSO: The Catalytic Synthesis of Sulfinamides, Sulfonimidamides, and Primary Sulfonamides". . p. 15576 - 15581. Retrieved 2021/10/02.