4-amino-N-benzylbenzenesulfonamide

Base Information

• Chemical Name: 4-amino-N-benzylbenzenesulfonamide
• CAS No.: 1709-54-2
• Molecular Formula: C13H14 N2 O2 S
• Molecular Weight: 262.332
• Hs Code.: 2935009090
• European Community (EC) Number: 836-966-2
• NSC Number: 37906
• DSSTox Substance ID: DTXSID3046110
• Nikkaji Number: J666.287K
• ChEMBL ID: CHEMBL1797554
• Mol file: 1709-54-2.mol

Synonyms:4-amino-N-benzylbenzenesulfonamide;1709-54-2;4-AMINO-N-BENZYL-BENZENESULFONAMIDE;DTXSID3046110;C13H14N2O2S;MFCD01016116;4-amino-N-benzylbenzene-1-sulfonamide;NCGC00160364-01;DTXCID1026110;CAS-104-22-3;N-Benzyl-sulfanilamid;MLS004754475;SCHEMBL151655;CHEMBL1797554;N-Benzyl-p-aminobenzenesulfonamide;NSC37906;Tox21_111765;BBL013589;NSC-37906;STK408613;AKOS000148338;Tox21_111765_1;NCGC00160364-02;SMR002529967;VS-03878;LS-147745;CS-0448289;EN300-99229;F11487;AG-670/11205731;Z57663698

Chemical Property of 4-amino-N-benzylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 4.88E-09mmHg at 25°C
• Melting Point: 107 °C
• Boiling Point: 470.9°Cat760mmHg
• PKA: 12.50±0.30(Predicted)
• Flash Point: 238.6°C
• PSA: 80.57000
• Density: 1.292g/cm³
• LogP: 3.80020
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 262.07759887
• Heavy Atom Count: 18
• Complexity: 337

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-N-benzylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-amino-N-benzylbenzenesulfonamide

There total 15 articles about 4-amino-N-benzylbenzenesulfonamide 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: 99.0%

N-(4-(N-benzylsulfamoyl)phenyl)acetamide (289061-13-8) → N-benzyl-4-aminobenzenesulfonamide (1709-54-2)

Guidance literature:

With hydrogenchloride; water; In methanol; for 1h; Reflux;

DOI:10.3390/molecules23123152

Reference yield: 98.0%

N-benzyl-4-nitrobenzenesulfonamide (52374-25-1) → N-benzyl-4-aminobenzenesulfonamide (1709-54-2)

Guidance literature:

N-benzyl-4-nitrobenzenesulfonamide; With tin(II) chloride dihdyrate; In ethyl acetate; for 2h; Reflux;

With sodium hydrogencarbonate; In water; ethyl acetate; pH=7 - 8;

DOI:10.1016/j.bmc.2011.02.032

Reference yield: 88.0%

sulfanilamide (63-74-1) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-4-aminobenzenesulfonamide (1709-54-2)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; caesium carbonate; In tert-Amyl alcohol; at 120 ℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.5b00824

upstream raw materials:

N-(4-(N-benzylsulfamoyl)phenyl)acetamide

4-chlorosulfonylbenzene isocyanate

benzylamine

N-benzyl-4-nitrobenzenesulfonamide

Downstream raw materials:

coumarin-3N-(4'-(N'-benzyl)sulphonamidophenyl)carboxamide

N-benzyl-4-[3-(3-cyanophenyl)-ureido]-benzenesulfonamide

3-[3-(4-benzylsulfamoyl-phenyl)-thioureido]-benzamidine

N-(4-benzylsulfamoylphenyl)-N'-(3-carbamimidoyl-phenyl)-oxalamide

Refernces

• 1、 Blavier, Jeremy,Charles, Ma?lle,Hanson, Julien,Kronenberger, Thales,Laschet, Céline,Müller, Christa E.,Pillaiyar, Thanigaimalai,Rosato, Francesca,Wozniak, Monika. "Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27". . . Retrieved 2021/08/27.
• 2、 Ge, Shushan,Guo, Wenjie,Hu, Yue,Lai, Yisheng,Li, Yuezhen,Liu, Wen,Ma, Xuewei,Wang, Fang,Wang, Yan,Xu, Qiang,Zheng, Yingbo,Zhong, Haiqing,Zou, Yi. "Discovery of secondary sulphonamides as IDO1 inhibitors with potent antitumour effects in vivo". . p. 1240 - 1257. Retrieved 2020/06/18.