N,N'-Bis(phenylmethyl)benzene-1,4-diamine

Base Information

• Chemical Name: N,N'-Bis(phenylmethyl)benzene-1,4-diamine
• CAS No.: 10368-25-9
• Molecular Formula: C20H20 N2
• Molecular Weight: 288.392
• Hs Code.: 2921590090
• European Community (EC) Number: 233-809-4
• DSSTox Substance ID: DTXSID30146001
• Nikkaji Number: J236.793I
• Wikidata: Q83010720
• ChEMBL ID: CHEMBL216030
• Mol file: 10368-25-9.mol

Synonyms:10368-25-9;N,N'-DIBENZYL-P-PHENYLENEDIAMINE;N,N'-Bis(phenylmethyl)benzene-1,4-diamine;1-N,4-N-dibenzylbenzene-1,4-diamine;1,4-Bis(benzylamino)benzene;1,4-Benzenediamine,N1,N4-bis(phenylmethyl)-;EINECS 233-809-4;CHEMBL216030;SCHEMBL1924100;N,N'-bisbenzylbenzene1,4diamine;DTXSID30146001;N,N'-Dibenzyl-p-phenylene diamine;N1,N4-dibenzylbenzene-1,4-diamine;MFCD00014432;B-(4-BROMOPHENYL)GLUTARICACID;N~1~,N~4~-dibenzyl-1,4-benzenediamine;FT-0629383;N,N/'-Bis(phenylmethyl)benzene-1,4-diamine;1,4-Benzenediamine, N,N'-bis(phenylmethyl)-

Chemical Property of N,N'-Bis(phenylmethyl)benzene-1,4-diamine

Chemical Property:

• Melting Point: 100-102°C
• Boiling Point: 462.6°Cat760mmHg
• Flash Point: 290.3°C
• PSA: 24.06000
• Density: 1.154g/cm³
• LogP: 5.05680
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 288.162648646
• Heavy Atom Count: 22
• Complexity: 254

Purity/Quality:

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

N,N'-DIBENZYL-PARA-PHENYLENEDIAMINE 98.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC2=CC=C(C=C2)NCC3=CC=CC=C3

Technology Process of N,N'-Bis(phenylmethyl)benzene-1,4-diamine

There total 11 articles about N,N'-Bis(phenylmethyl)benzene-1,4-diamine 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%

1,4-phenylenediamine (106-50-3) + benzyl alcohol (100-51-6,185532-71-2) → N1,N4-dibenzylbenzene-1,4-diamine (10368-25-9)

Guidance literature:

With [((5-Me)PyNPPh₂)IrACHTUNGTRENUNG(cod)]; potassium tert-butylate; In diethylene glycol dimethyl ether; at 70 ℃; for 48h; Inert atmosphere;

DOI:10.1002/adsc.201100554

Reference yield: 90.0%

benzaldehyde (100-52-7) + 1,4-phenylenediamine (106-50-3) → N1,N4-dibenzylbenzene-1,4-diamine (10368-25-9)

Guidance literature:

With Hantzsch dihydropyridine; scandium tris(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2004.05.096

Reference yield: 80.0%

1,4-phenylenediamine (106-50-3) + benzyl alcohol (100-51-6,185532-71-2) → (1E,1′E)-N,N′-(1,4-phenylene)bis(1-phenylmethanimine) (61990-58-7) + N1,N4-dibenzylbenzene-1,4-diamine (10368-25-9)

Guidance literature:

With C₂₆H₃₀N₂NiO₃; sodium hydroxide; In toluene; for 20h; Reflux; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.organomet.1c00552

upstream raw materials:

N,N'-dibenzylidene-benzene-1,4-diamine

1,4-phenylenediamine

benzyl alcohol

benzaldehyde

Downstream raw materials:

1,3-dibenzyl-3-(4-benzylamino-phenyl)-1-{4-[1,3-dibenzyl-3-(4-benzylamino-phenyl)-ureido]-phenyl}-urea

N,N'-dibenzyl-N,N'-p-phenylene-bis-acetamide

Refernces

• 1、 Minakawa, Maki,Okubo, Masataka,Kawatsura, Motoi. "Selective direct N-Alkylation of amines with alcohols using iron(III) phthalocyanine chloride under solvent-free conditions". . p. 1680 - 1682. Retrieved 2015.
• 2、 Itoh, Takashi,Nagata, Kazuhiro,Miyazaki, Michiko,Ishikawa, Hiroyuki,Kurihara, Ayako,Ohsawa, Akio. "A selective reductive amination of aldehydes by the use of Hantzsch dihydropyridines as reductant". . p. 6649 - 6655. Retrieved 2004.
• 3、 Bauri, Somnath,Pandey, Vipin K.,Rit, Arnab. "Catalyst- And solvent-free efficient access to: N -alkylated amines via reductive amination using HBpin". supporting information. p. 3853 - 3857. Retrieved 2020/07/27.
• 4、 Bains, Amreen K.,Kundu, Abhishek,Yadav, Sudha,Adhikari, Debashis. "Borrowing Hydrogen-Mediated N-Alkylation Reactions by a Well-Defined Homogeneous Nickel Catalyst". . p. 9051 - 9059. Retrieved 2019/10/02.