N-Diphenylmethylene-4-bromoaniline

Base Information

• Chemical Name: N-Diphenylmethylene-4-bromoaniline
• CAS No.: 53847-33-9
• Molecular Formula: C19H14BrN
• Molecular Weight: 336.231
• DSSTox Substance ID: DTXSID20451919
• Nikkaji Number: J911.804G
• Mol file: 53847-33-9.mol

Synonyms:53847-33-9;4-BROMO-N-(DIPHENYLMETHYLENE)BENZENAMINE;N-Diphenylmethylene-4-bromoaniline;4-Bromo-N-(diphenylmethylene)aniline;N-(4-bromophenyl)-1,1-diphenylmethanimine;SCHEMBL986215;N-Benzhydrylidene-4-bromoaniline;DTXSID20451919;QJXSMIWPAKJPCU-UHFFFAOYSA-N;4-bromo-N-(diphenylmethyleneaniline;MFCD28015677;N-(Diphenylmethylene)-4-bromoaniline;CS-0193593;E93284;A829798

Chemical Property of N-Diphenylmethylene-4-bromoaniline

Chemical Property:

• Boiling Point: 417.4±37.0 °C(Predicted)
• PKA: 2.25±0.50(Predicted)
• PSA: 12.36000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 5.61820
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 335.03096
• Heavy Atom Count: 21
• Complexity: 312

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-N-(diphenylmethylene)benzenamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=NC2=CC=C(C=C2)Br)C3=CC=CC=C3

Technology Process of N-Diphenylmethylene-4-bromoaniline

There total 14 articles about N-Diphenylmethylene-4-bromoaniline 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: 96.4%

benzophenone (119-61-9) + 4-bromo-aniline (106-40-1) → 4-bromo-N-(diphenylmethylidene)aniline (53847-33-9)

Guidance literature:

With aluminum (III) chloride; triethylamine; In chloroform; at 20 ℃; for 3h;

DOI:10.1071/CH12090

Reference yield: 82.0%

→ 4-bromo-N-(diphenylmethylidene)aniline (53847-33-9)

Guidance literature:

In toluene; Reflux;

Reference yield: 71.0%

Benzophenone imine (1013-88-3) + 1.4-dibromobenzene (106-37-6) → 4-bromo-N-(diphenylmethylidene)aniline (53847-33-9)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 80 ℃; for 20h;

DOI:10.1016/j.tet.2008.01.070

upstream raw materials:

Benzophenone imine

1,4-bromoiodobenzene

benzophenone

4-bromo-aniline

Downstream raw materials:

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

N-(diphenylmethylene)-N'-(tert-butoxycarbonyl)-N'-[4-(N-tert-butoxycarbonylanilino)phenyl]-p-phenylenediamine

{4-[(4-Amino-phenyl)-tert-butoxycarbonyl-amino]-phenyl}-phenyl-carbamic acid tert-butyl ester

(4-Bromo-phenyl)-{4-[tert-butoxycarbonyl-(4-methoxy-phenyl)-amino]-phenyl}-carbamic acid tert-butyl ester

Refernces

• 1、 -. "COMPOUND, COATING COMPOSITION COMPRISING SAME, ORGANIC LIGHT-EMITTING DEVICE USING SAME AND METHOD FOR PREPARING SAME". Paragraph 0243-0246. . Retrieved 2020/03/01.
• 2、 Xue, Feng,Li, Chang-Gong,Zhu, Yong,Lou, Tian-Jun,He, Guang-Jie. "A practical and scalable process for the preparation of 4-aminophenylboronic acid pinacol ester". . p. 2739 - 2744. Retrieved 2015/02/19.