Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl-
• CAS No.: 151882-81-4
• Deprecated CAS: 161090-27-3
• Molecular Formula: C₂₉H₂₈N₄O₆S₂
• Molecular Weight: 592.697
• European Community (EC) Number: 418-770-5
• DSSTox Substance ID: DTXSID50872911
• Nikkaji Number: J709.337C
• Wikidata: Q81978547
• Mol file: 151882-81-4.mol

Synonyms:151882-81-4;Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl-;1-(4-methylphenyl)sulfonyl-3-[4-[[4-[(4-methylphenyl)sulfonylcarbamoylamino]phenyl]methyl]phenyl]urea;EC 418-770-5;4,4''-Bis-(p-tolylsulfonylureido)-diphenylmethane;4,4'-Bis(N-carbamoyl-4-methylbenzensulfonamide)diphenylmethane;BTUM;Benzenesulfonamide, N,N'-[methylenebis(4,1-phenyleneiminocarbonyl)]bis[4-methyl-;SCHEMBL27680;DTXSID50872911;AKOS024377880;4,4'-bis(p-tolylsulfonylureido)diphenylmethane;4,4/'-Bis(p-tolylsulfonylureido)diphenylmethane;1,1'-[Methylenebis(4,1-phenylene)]bis(3-tosylurea);4,4'-bis(p-toluenesulfonylaminocarbonylamino)diphenylmethane

Chemical Property of Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl-

Chemical Property:

• PKA: 4.71±0.10(Predicted)
• Density: 1.396±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 592.14502697
• Heavy Atom Count: 41
• Complexity: 985

Purity/Quality:

99.9% ^*data from raw suppliers

BTUM ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NC2=CC=C(C=C2)CC3=CC=C(C=C3)NC(=O)NS(=O)(=O)C4=CC=C(C=C4)C
• Uses: BTUM is uesed as a dye developer for direct thermal paper.

Technology Process of Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl-

There total 3 articles about Benzenesulfonamide, N,N'-(methylenebis(4,1-phenyleneiminocarbonyl))bis(4-methyl- 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: 95.0%

→ N,N'-(((methylenebis(4,1-phenylene))bis(azanediyl))bis(carbonyl))bis(4-methylbenzenesulfonamide) (151882-81-4)

Guidance literature:

With palladium diacetate; In acetonitrile; at 20 ℃; for 12h; under 20 Torr;

Reference yield:

4-toluenesulfonyl azide (941-55-9) + carbon monoxide (201230-82-2) + 4,4'-diamino diphenyl methane (101-77-9) → N,N'-(((methylenebis(4,1-phenylene))bis(azanediyl))bis(carbonyl))bis(4-methylbenzenesulfonamide) (151882-81-4)

Guidance literature:

With palladium diacetate; In acetonitrile; at 20 ℃; under 15 Torr; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201600887

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → N,N'-(((methylenebis(4,1-phenylene))bis(azanediyl))bis(carbonyl))bis(4-methylbenzenesulfonamide) (151882-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide / water; acetonitrile / 0.33 h / 20 °C / Schlenk technique

2: palladium diacetate / acetonitrile / 20 °C / 15 Torr / Schlenk technique; Sealed tube

With sodium azide; palladium diacetate; In water; acetonitrile;

DOI:10.1002/anie.201600887

upstream raw materials:

p-toluenesulfonyl chloride

4-toluenesulfonyl azide

carbon monoxide

4,4'-diamino diphenyl methane

Refernces

• 1、 Zhao, Jin,Li, Zongyang,Song, Shaole,Wang, Ming-An,Fu, Bin,Zhang, Zhenhua. "Product-Derived Bimetallic Palladium Complex Catalyzes Direct Carbonylation of Sulfonylazides". . p. 5545 - 5549. Retrieved 2016/05/09.