N,N'-dibenzylterephthalamide

Base Information

• Chemical Name: N,N'-dibenzylterephthalamide
• CAS No.: 15771-25-2
• Molecular Formula: C22H20 N2 O2
• Molecular Weight: 344.4064
• NSC Number: 110319
• DSSTox Substance ID: DTXSID60935783
• Nikkaji Number: J2.098.565H
• Wikidata: Q82911865
• ChEMBL ID: CHEMBL2133412
• Mol file: 15771-25-2.mol

Synonyms:N,N'-dibenzylterephthalamide;15771-25-2;N1,N4-dibenzylterephthalamide;MLS002704219;1-N,4-N-dibenzylbenzene-1,4-dicarboxamide;N,N//'-Dibenzyl terephthalamide;n,n'-dibenzylbenzene-1,4-dicarboxamide;NSC110319;Oprea1_269808;Oprea1_363577;CBDivE_002317;N,N'-Dibenzyl terephthalamide;IFLab1_005169;CHEMBL2133412;SCHEMBL11900090;DTXSID60935783;DDMQGXDKJKYCRL-UHFFFAOYSA-N;HMS1426K21;N~1~,N~4~-dibenzylterephthalamide;STL260517;AKOS001401085;NSC-110319;SMR001570924;CS-0328636;VU0488965-1;N~1~,N~4~-Dibenzylbenzene-1,4-dicarboxamide;N1,N4-DIBENZYLBENZENE-1,4-DICARBOXAMIDE;AH-729/03604029;SR-01000406816;SR-01000406816-1;F1175-0070

Chemical Property of N,N'-dibenzylterephthalamide

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 344.152477885
• Heavy Atom Count: 26
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)C2=CC=C(C=C2)C(=O)NCC3=CC=CC=C3

Technology Process of N,N'-dibenzylterephthalamide

There total 6 articles about N,N'-dibenzylterephthalamide 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: 100.0%

terephthaloyl chloride (100-20-9) + benzylamine (100-46-9) → N1,N4-dibenzylterephthalamide (15771-25-2)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.tetlet.2004.09.115

Reference yield: 92.0%

benzylamine (100-46-9) + 1,1'-(1,4-phenylenedicarbonyl)bis-(1H-1,2,3-benzotriazole) (101008-15-5) → N1,N4-dibenzylterephthalamide (15771-25-2)

Guidance literature:

In chloroform; at 80 ℃; for 0.166667h; microwave irradiation;

DOI:10.1021/jo052443x

Reference yield: 92.0%

p-xylylene glycol (589-29-7) + benzylamine (100-46-9) → N1,N4-dibenzylterephthalamide (15771-25-2)

Guidance literature:

With C₂₉H₄₄Cl₂N₂Ru; potassium tert-butylate; In toluene; for 24h; Reflux;

DOI:10.1016/j.catcom.2013.06.002

upstream raw materials:

terephthalic acid

benzylamine

terephthaloyl chloride

1,1'-(1,4-phenylenedicarbonyl)bis-(1H-1,2,3-benzotriazole)

Downstream raw materials:

N,N'-dibenzyl-N,N'-dipropargylterephthalamide

3,10-dibenzyl-3,10-diaza-bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-triene-5,7-diyne-2,11-dione

Refernces

• 1、 Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham,Nematollahi, Arash,Firouzi, Hamid Reza. "A novel nickel-catalyzed synthesis of thioesters, esters and amides from aryl iodides in the presence of chromium hexacarbonyl". . p. 6445 - 6452. Retrieved 2015/08/11.
• 2、 Katritzky, Alan R.,Cai, Chunming,Singh, Sandeep K.. "Efficient microwave access to polysubstituted amidines from imidoylbenzotriazoles". . p. 3375 - 3380. Retrieved 2007/10/03.