N,N-Diethyl-p-toluenesulfonamide

Base Information

• Chemical Name: N,N-Diethyl-p-toluenesulfonamide
• CAS No.: 649-15-0
• Molecular Formula: C11H17NO2S
• Molecular Weight: 227.327
• Hs Code.: 2935009090
• European Community (EC) Number: 622-116-6
• NSC Number: 22501
• DSSTox Substance ID: DTXSID30215221
• Nikkaji Number: J104.690J
• Mol file: 649-15-0.mol

Synonyms:649-15-0;N,N-Diethyl-p-toluenesulfonamide;N,N-Diethyl-4-methylbenzenesulfonamide;p-Toluenesulfonamide, N,N-diethyl-;N,N-diethyl-4-methylbenzene-1-sulfonamide;p-Toluenesulfonyl-N,N-diethylamide;BRN 2214537;Benzenesulfonamide, N,N-diethyl-4-methyl-;AI3-01084;p-Toluenesulfonyl-N-diethylamide;4-Methyl-N,N-diethylbenzenesulfonamide;NSC 22501;NSC22501;Maybridge1_002134;ERYTHROMYCINPHOSPHATE;Cambridge id 5116375;CBDivE_015189;SCHEMBL5023540;p-Toluenesulfonamide,N-diethyl-;AOJBACHWNDMRQP-UHFFFAOYSA-;HMS547I22;N,N-Dirthyl-P-toluenesulfonamide;Toluenesulfonyldiethylamide;98%;DTXSID30215221;CHEBI:195017;MFCD00059369;NSC-22501;N,N-diethyl-4-methylbenzenesulonamide;AKOS002286012;AM87118;Benzenesulfonamide,N-diethyl-4-methyl-;SB79601;N,N-diethyl-4-methyl-benzenesulfonamide;AS-63654;Benzenesulfonamide, 4-methyl-N,N-diethyl-;N,N-diethyl-4-methyl-1-benzenesulfonamide;LS-154127;CS-0020189;EU-0000082;FT-0715500;N1,N1-diethyl-4-methylbenzene-1-sulfonamide;T0285;D95378;EN300-7408208;AE-641/00674038;SR-01000389095;SR-01000389095-1;Z45516134;PJP

Chemical Property of N,N-Diethyl-p-toluenesulfonamide

Chemical Property:

• Melting Point: 60 °C
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: -4.69±0.70(Predicted)
• Flash Point: 152.6 °C
• PSA: 45.76000
• Density: 1.112 g/cm³
• LogP: 3.10630
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 227.09799996
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethyl-p-toluenesulfonamide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)S(=O)(=O)C1=CC=C(C=C1)C
• Uses: N,N-Diethyl-p-toluenesulfonamide is a useful reactant in organic synthesis.

Technology Process of N,N-Diethyl-p-toluenesulfonamide

There total 58 articles about N,N-Diethyl-p-toluenesulfonamide 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: 98.0%

diethylamine (109-89-7) + toluene-4-sulfonic acid hydrazide (1576-35-8) → N,N-diethyl-4-methylbenzenesulfonamide (649-15-0)

Guidance literature:

toluene-4-sulfonic acid hydrazide; With N-chloro-succinimide; In acetonitrile; at 20 ℃; for 2h;

diethylamine; With triethylamine; at 20 ℃; for 2h;

DOI:10.3390/molecules26185551

Reference yield: 96.0%

diethylamine (109-89-7) + p-toluenesulfonyl chloride (98-59-9) → N,N-diethyl-4-methylbenzenesulfonamide (649-15-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.16667h; Inert atmosphere;

DOI:10.1021/jo201866c

Reference yield: 93.0%

4-toluenesulfonyl azide (941-55-9) + diethylamine (109-89-7) → N,N-diethyl-4-methylbenzenesulfonamide (649-15-0)

Guidance literature:

With sodium carbonate; eosin Y disodium salt; In acetonitrile; at 20 ℃; for 3h; Irradiation; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.9b00786

upstream raw materials:

ethyl bromide

toluene-4-sulfonamide

diethylamine

p-toluenesulfonyl chloride

Downstream raw materials:

N,N-diethyl-4-methyl-2-(trimethylsilyl)benzenesulfonamide

N,N-diethyl-4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

N,N-Diethyl-2-chlorobenzamide

1-(2-(N,N-diethylsulfamoyl)-5-methylbenzamido)cyclohexanecarboxylicacid

Refernces

• 1、 Kornilova, T. A.,Nikitina, D. A.,Zenkevich, I. G.. "Recurrent Approximation of Retention Parameters of N-Substituted p-Toluenesulfonamides in Reversed-Phase High Performance Liquid Chromatography for Revealing the Formation of Their Hydrates". . p. 1931 - 1941. Retrieved 2021/09/15.
• 2、 Fu, Ying,Wu, Qing-Kui,Du, Zhengyin. "Debenzylative Sulfonylation of Tertiary Benzylamines Promoted by Visible Light". supporting information. p. 1896 - 1900. Retrieved 2021/04/06.