MESO-1,2-BIS(4-BROMOPHENYL)ETHANEDIAMINE

Base Information

• Chemical Name: MESO-1,2-BIS(4-BROMOPHENYL)ETHANEDIAMINE
• CAS No.: 117903-53-4
• Molecular Formula: C14H14 Br2 N2
• Molecular Weight: 370.087
• Hs Code.: 29215990
• Mol file: 117903-53-4.mol

Synonyms:1,2-Ethanediamine,1,2-bis(4-bromophenyl)-, (R*,S*)-;meso-1,2-Bis(4-bromophenyl)ethane-1,2-diamine

Chemical Property of MESO-1,2-BIS(4-BROMOPHENYL)ETHANEDIAMINE

Chemical Property:

• Vapor Pressure: 8.57E-09mmHg at 25°C
• Melting Point: 123-124 °C
• Boiling Point: 464.1°Cat760mmHg
• PKA: 9.32±0.10(Predicted)
• Flash Point: 234.5°C
• PSA: 55.28000
• Density: g/cm³
• LogP: 2.47780

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2S)-1,2-Bis(4-bromophenyl)ethane-1,2-diamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,2S)-1,2-Bis(4-bromophenyl)ethane-1,2-diamine is an intermediate used in the synthesis of imidazole-fluorescein conjugates which are good candidates for imaging tumors.

Technology Process of MESO-1,2-BIS(4-BROMOPHENYL)ETHANEDIAMINE

There total 2 articles about MESO-1,2-BIS(4-BROMOPHENYL)ETHANEDIAMINE 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: 66.0%

4-bromo-N-(2-(4-bromobenzylideneamino)-1,2-(4-bromophenyl)ethyl)benzamide (364342-32-5) → meso-1,2-bis(4-bromophenyl)-1,2-ethanediamine (117903-53-4)

Guidance literature:

4-bromo-N-(2-(4-bromobenzylideneamino)-1,2-(4-bromophenyl)ethyl)benzamide; With sulfuric acid; In water; for 3h; Microwave irradiation; Sealed tube; Heating;

With sodium hydroxide; In water; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2012.11.026

Reference yield: 40.0%

4-bromo-benzaldehyde (1122-91-4) → meso-1,2-bis(4-bromophenyl)-1,2-ethanediamine (117903-53-4)

Guidance literature:

4-bromo-benzaldehyde; With ammonium acetate; at 120 ℃; for 3h;

With sulfuric acid; water; at 170 ℃; for 12h;

DOI:10.1016/j.tetasy.2014.01.007

Reference yield: 81.0%

meso-1,2-bis(4-bromophenyl)-1,2-ethanediamine (117903-53-4) + benzoic acid anhydride (93-97-0) → N-((1S,2R)-2-amino-1,2-bis(4-bromophenyl)ethyl)benzamide (1332292-76-8)

Guidance literature:

With dmap; N-((1R,2R)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)cyclohexyl)-3,5-bis(trifluoromethyl)benzamide; triethylamine; In toluene; at -78 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/ja2060462

upstream raw materials:

4-bromo-N-(2-(4-bromobenzylideneamino)-1,2-(4-bromophenyl)ethyl)benzamide

4-bromo-benzaldehyde

Downstream raw materials:

N-((1S,2R)-2-amino-1,2-bis(4-bromophenyl)ethyl)benzamide

(1S,2R)-N-2-amino-1,2-bis(4-bromophenyl)ethylallyl carbamate

Refernces

• 1、 Ghosh, Pradip,Zhang, Jiawei,Shi, Zheng-Zheng,Li, King. "Synthesis and evaluation of an imidazole derivative-fluorescein conjugate". . p. 2418 - 2425. Retrieved 2013/05/22.