1,3-Bis(benzoylaminomethyl)benzene

Base Information

• Chemical Name: 1,3-Bis(benzoylaminomethyl)benzene
• CAS No.: 33891-00-8
• Molecular Formula: C22H20N2O2
• Molecular Weight: 344.40600
• DSSTox Substance ID: DTXSID80402109
• Nikkaji Number: J3.201.239F
• Wikidata: Q82205479
• ChEMBL ID: CHEMBL478535
• Mol file: 33891-00-8.mol

Synonyms:33891-00-8;1,3-Bis(benzoylaminomethyl)benzene;ST51029366;N,N'-(benzene-1,3-diyldimethanediyl)dibenzamide;CHEMBL478535;SCHEMBL11901042;DTXSID80402109;STK255652;AKOS003244390;N-({3-[(Phenylformamido)methyl]phenyl}methyl)benzamide

Chemical Property of 1,3-Bis(benzoylaminomethyl)benzene

Chemical Property:

• PSA: 65.18000
• LogP: 4.69620
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 344.152477885
• Heavy Atom Count: 26
• Complexity: 413

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NCC2=CC(=CC=C2)CNC(=O)C3=CC=CC=C3

Technology Process of 1,3-Bis(benzoylaminomethyl)benzene

There total 6 articles about 1,3-Bis(benzoylaminomethyl)benzene 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: 97.0%

1,3-di(aminomethyl)benzene (1477-55-0) + benzoyl chloride (98-88-4) → N,N'-(1,3-phenylenebis(methylene))dibenzamide (33891-00-8)

Guidance literature:

With sodium hydroxide; at 0 ℃; for 3h;

DOI:10.3987/com-97-s71

Reference yield: 85.0%

1,3-dimethanol benzene (626-18-6) + Benzaldoxime (932-90-1) → N,N'-(1,3-phenylenebis(methylene))dibenzamide (33891-00-8)

Guidance literature:

Benzaldoxime; With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In toluene; at 130 ℃; for 3h; Inert atmosphere; Schlenk technique; Green chemistry;

1,3-dimethanol benzene; With caesium carbonate; In toluene; at 130 ℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1002/cctc.201300140

Reference yield: 60.0%

1,3-di(aminomethyl)benzene (1477-55-0) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → N,N'-(1,3-phenylenebis(methylene))dibenzamide (33891-00-8)

Guidance literature:

With iodine; tetrabutylammoniun azide; 4-pyrrolidin-1-ylpyridine; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1039/c7ob00731k

upstream raw materials:

1,3-di(aminomethyl)benzene

benzoyl chloride

N,N'-(1,3-phenylenebismethylene)bisphthalimide

1,3-dimethanol benzene

Downstream raw materials:

N,N'-(1,3-phenylenebis(methylene))bis(1-phenylmethaneamine)

Refernces

• 1、 Li, Feng,Ma, Juan,Lu, Lei,Bao, Xiaofeng,Tang, Wanying. "Combination of gold and iridium catalysts for the synthesis of N-alkylated amides from nitriles and alcohols". . p. 1953 - 1960. Retrieved 2015/04/27.
• 2、 Cellamare, Saverio,Stefanachi, Angela,Stolfa, Diana A.,Basile, Teodora,Catto, Marco,Campagna, Francesco,Sotelo, Eddy,Acquafredda, Pasquale,Carotti, Angelo. "Design, synthesis, and biological evaluation of glycine-based molecular tongs as inhibitors of Aβ1-40 aggregation in vitro". . p. 4810 - 4822. Retrieved 2008/12/21.