N-Tosylbenzamide

Base Information

• Chemical Name: N-Tosylbenzamide
• CAS No.: 6971-74-0
• Molecular Formula: C14H13 N O3 S
• Molecular Weight: 275.328
• Hs Code.: 2935009090
• European Community (EC) Number: 230-202-6
• NSC Number: 67180
• DSSTox Substance ID: DTXSID2064527
• Nikkaji Number: J266.020B
• ChEMBL ID: CHEMBL241150
• Mol file: 6971-74-0.mol

Synonyms:N-Tosylbenzamide;6971-74-0;Benzamide, N-[(4-methylphenyl)sulfonyl]-;N-(4-methylphenyl)sulfonylbenzamide;N-BENZOYL-4-METHYL-BENZENESULFONAMIDE;C14H13NO3S;CHEMBL241150;EINECS 230-202-6;NSC 67180;N-[(4-methylphenyl)sulfonyl]benzamide;Benzamide, N-((4-methylphenyl)sulfonyl)-;N-((p-Tolyl)sulphonyl)benzamide;N-[(P-TOLYL)SULPHONYL]BENZAMIDE;N-benzoyl-4-methylbenzenesulfonamide;NSC67180;NCIOpen2_002916;Oprea1_203506;Oprea1_874102;N-(p-tolylsulfonyl)-benzamide;N-Benzoyl-p-toluenesulfonamide;SCHEMBL5931087;DTXSID2064527;BDBM50212528;MFCD00431862;NSC-67180;AKOS001022054;CCG-250126;DS-7051;N-[(P-TOLYL)SULFONYL]BENZAMIDE;CS-0152992;C76213;A923503;SR-01000446765;SR-01000446765-1;BRD-K50927196-001-01-0;Z56667701;F0898-0188

Chemical Property of N-Tosylbenzamide

Chemical Property:

• Melting Point: 147 °C
• PKA: 4.98±0.10(Predicted)
• PSA: 71.62000
• Density: 1.276g/cm³
• LogP: 3.58540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 275.06161445
• Heavy Atom Count: 19
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

N-Tosylbenzamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)NC(=O)C2=CC=CC=C2

Technology Process of N-Tosylbenzamide

There total 73 articles about N-Tosylbenzamide 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%

S-ethyl thiobenzoate (1484-17-9) + toluene-4-sulfonamide (70-55-3) → N-benzoyl-p-toluenesulfonamide (6971-74-0)

Guidance literature:

toluene-4-sulfonamide; With N-Bromosuccinimide; iron(II) chloride; In acetonitrile; at 20 ℃; for 0.0166667h;

S-ethyl thiobenzoate; In acetonitrile; at 45 ℃; for 8h;

DOI:10.1002/adsc.200800668

Reference yield: 98.0%

4-toluenesulfonyl azide (941-55-9) + benzoic acid (65-85-0,8013-63-6) → N-benzoyl-p-toluenesulfonamide (6971-74-0)

Guidance literature:

benzoic acid; With N-methylcyclohexylamine; isopropyl chloroformate; In tetrahydrofuran; toluene; at 0 ℃; for 0.333333h;

With LiAlHSeH; In tetrahydrofuran; toluene; at 0 - 5 ℃; for 0.5h;

4-toluenesulfonyl azide; In tetrahydrofuran; toluene; at 25 ℃;

DOI:10.1021/jo061703n

Reference yield: 97.0%

benzaldehyde (100-52-7) + toluene-4-sulfonamide (70-55-3) → N-benzoyl-p-toluenesulfonamide (6971-74-0)

Guidance literature:

With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; potassium tert-butylate; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.7b00457

upstream raw materials:

Tosyl isocyanate

benzoic acid

benzoyl chloride

toluene-4-sulfonamide

Downstream raw materials:

N-benzoyl-N-methyl-4-methylbenzenesulfonamide

Refernces

• 1、 Chang, Sukbok,Jeon, Hyun Ji,Jung, Hoimin,Kim, Dongwook,Lee, Wongyu,Seo, Sangwon. "Controlled Relay Process to Access N-Centered Radicals for Catalyst-free Amidation of Aldehydes under Visible Light". supporting information. p. 495 - 508. Retrieved 2021/01/28.
• 2、 Kumar, Shreemoyee,Nair, Akshay M.,Volla, Chandra M. R.. "Ru(ii)-catalyzed allenylation and sequential annulation of: N -tosylbenzamides with propargyl alcohols". . p. 6280 - 6283. Retrieved 2021/07/02.