N1-(p-Tolyl)benzene-1,4-diamine

Base Information

• Chemical Name: N1-(p-Tolyl)benzene-1,4-diamine
• CAS No.: 33227-76-8
• Molecular Formula: C13H14N2
• Molecular Weight: 198.268
• Hs Code.: 2921590090
• DSSTox Substance ID: DTXSID00406346
• Nikkaji Number: J36.431B
• Wikidata: Q82211269
• Mol file: 33227-76-8.mol

Synonyms:N1-(p-Tolyl)benzene-1,4-diamine;33227-76-8;4-N-(4-methylphenyl)benzene-1,4-diamine;SCHEMBL15831;4-Amino-4'-methyldiphenylamin;DTXSID00406346;UDWOGBVGZXTOLR-UHFFFAOYSA-N;AKOS000286395;N'-(4-methylphenyl)-1,4-benzenediamine

Chemical Property of N1-(p-Tolyl)benzene-1,4-diamine

Chemical Property:

• PSA: 38.05000
• LogP: 3.97500
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.115698455
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

N1-(p-Tolyl)benzene-1,4-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC=C(C=C2)N

Technology Process of N1-(p-Tolyl)benzene-1,4-diamine

There total 23 articles about N1-(p-Tolyl)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: 86.0%

N-(4-hydroxyphenyl)-p-toluidine (29813-87-4) → N-(4-methylphenyl)-1,4-benzenediamine (33227-76-8)

Guidance literature:

With alumina; ammonia; at 350 ℃; for 2h; under 195020 Torr; Autoclave; Inert atmosphere;

Reference yield: 75.0%

p-toluidine (106-49-0,12221-03-3) + para-nitrophenyl bromide (586-78-7) → N-(4-methylphenyl)-1,4-benzenediamine (33227-76-8)

Guidance literature:

p-toluidine; para-nitrophenyl bromide; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; XPhos; In isopropyl alcohol; at 110 ℃; for 24h; Inert atmosphere;

With potassium tert-butylate; bis(pinacol)diborane; In isopropyl alcohol; at 110 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2018.12.035

Reference yield: 58.0%

para-bromotoluene (106-38-7) + 1,4-phenylenediamine (106-50-3) → N-(4-methylphenyl)-1,4-benzenediamine (33227-76-8)

Guidance literature:

With copper(I) oxide; N-(2-methylnaphthalen-1-yl)-N'-benzyl oxalamide; potassium hydroxide; In ethanol; at 80 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00901

upstream raw materials:

(4-nitroso-phenyl)-p-tolyl-amine

5-amino-2-(p-tolylamino)benzenesulfonic acid

4-methyl-N-(4-nitrophenyl)aniline

1-methyl-4-nitrosobenzene

Downstream raw materials:

N-(4-hydroxyphenyl)-p-toluidine

N-(4-Methylphenyl)-1,4-benzoquinone monoimine

4-Methyl-4'-isothiocyano-diphenylamin

toluene-4-sulfonic acid-(4-p-toluidino-anilide)