n,n-Bis(2-cyanoethyl)-4-methylbenzenesulfonamide

Base Information

• Chemical Name: n,n-Bis(2-cyanoethyl)-4-methylbenzenesulfonamide
• CAS No.: 2619-16-1
• Molecular Formula: C13H15 N3 O2 S
• Molecular Weight: 277.347
• European Community (EC) Number: 665-868-0
• NSC Number: 23220
• DSSTox Substance ID: DTXSID00949066
• Wikidata: Q82926903
• Mol file: 2619-16-1.mol

Synonyms:2619-16-1;3,3'-(P-TOSYLIMINO)DIPROPIONITRILE;N,N-Bis(2-cyanoethyl)-4-methylbenzene-1-sulfonamide;N1,N1-di(2-cyanoethyl)-4-methylbenzene-1-sulfonamide;n,n-bis(2-cyanoethyl)-4-methylbenzenesulfonamide;NSC23220;CBKinase1_000111;CBKinase1_012511;Cambridge id 5155313;SCHEMBL11530085;DTXSID00949066;NSC-23220;AKOS001571113;N,N-Bis(2-cyanoethyl)-p-toluenesulfonamide;EU-0033950;AB00074636-01;SR-01000393550;SR-01000393550-1;BRD-K65382731-001-01-3

Chemical Property of n,n-Bis(2-cyanoethyl)-4-methylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.78E-10mmHg at 25°C
• Boiling Point: 508.9°Cat760mmHg
• Flash Point: 261.6°C
• Density: 1.237g/cm³
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 277.08849790
• Heavy Atom Count: 19
• Complexity: 449

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(CCC#N)CCC#N

Technology Process of n,n-Bis(2-cyanoethyl)-4-methylbenzenesulfonamide

There total 5 articles about n,n-Bis(2-cyanoethyl)-4-methylbenzenesulfonamide 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: 89.0%

3,3'-Iminodipropionitrile (111-94-4) + p-toluenesulfonyl chloride (98-59-9) → N,N-bis[(2-cyanoethyl)]-4-methylbenzenesulfonamide (2619-16-1)

Guidance literature:

With pyridine; 10 deg C, 30 min, RT, 4 h;

Reference yield: 88.0%

toluene-4-sulfonamide (70-55-3) + acrylonitrile (107-13-1,25014-41-9) → N,N-bis[(2-cyanoethyl)]-4-methylbenzenesulfonamide (2619-16-1)

Guidance literature:

With potassium tert-butylate; In neat (no solvent); at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/asia.201901647

Reference yield:

acrylonitrile (107-13-1,25014-41-9) + 4-toluenesulfonylurea (1694-06-0) → N,N-bis[(2-cyanoethyl)]-4-methylbenzenesulfonamide (2619-16-1)

Guidance literature:

With triethylamine;

upstream raw materials:

toluene-4-sulfonamide

acrylonitrile

3,3'-Iminodipropionitrile

p-toluenesulfonyl chloride

Downstream raw materials:

N-nitroso-N-(toluene-4-sulfonyl)-β-alanine methyl ester

N-[(4-methylphenyl)sulfonyl]-β-alanine methyl ester

C₆₆H₉₄N₆O₁₄S₂

C₄₅H₅₇N₃O₁₂

Refernces

• 1、 Hasaninejad, Alireza,Zare, Abdolkarim,Parhami, Abolfath,Moosavi-Zare, Ahmad Reza,Bargebid, Raheleh,Beyzavi, Mohammad Hassan,Ali, Khalafi-Nezhad,Arghoon, Azam,Merajoddin, Maria,Moosavi, Sayyed Ali,Dara, Abdoreza,Shekouhy, Mohsen. "Potassium fluoride as an efficient and reusable reagent for the synthesis of N,N-dialkylsulfonamides via Aza-conjugate addition reaction under microwave irradiation". experimental part. p. 291 - 299. Retrieved 2009/12/24.
• 2、 Pratt, John A. E.,Sutherland, Ian O.,Newton, Roger F.. "MACROCYCLIC AND MACROPOLYCYCLIC COMPOUNDS BASED UPON 1,3-DISUBSTITUTED PROPANE UNITS". . p. 13 - 22. Retrieved 2007/10/02.