(1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine

Base Information

• Chemical Name: (1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine
• CAS No.: 119386-71-9
• Molecular Formula: C14H16N2O2
• Molecular Weight: 244.28900
• Mol file: 119386-71-9.mol

Synonyms:

Chemical Property of (1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine

Chemical Property:

• Melting Point: 157-162?°C
• Boiling Point: 457.9±40.0 °C(Predicted)
• PKA: 9.15±0.35(Predicted)
• PSA: 92.50000
• Density: 1.294±0.06 g/cm3(Predicted)
• LogP: 3.19820
• Sensitive.: air sensitive

Purity/Quality:

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

(1S,2S)-1,2-Bis(2-hydroxyphenyl)ethane-1,2-diamine, min. 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Uses: (1S,2S)-1,2-Bis(2-hydroxyphenyl)ethylenediamine can be used:As a starting material for the synthesis of Schiff base complexes of gold(III), bearing potent anticancer activity.As a stereoinductor in the synthesis of quinoline and isoquinoline based 1,2-diamines; that are employed as catalysts in the preparation of warfarin and coumachlor in water.

Technology Process of (1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-ethanediamine

There total 14 articles about (1S,2S)-1,2-Bis(2-hydroxyphenyl)-1,2-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:

(+/-)-1,2-bis(-2-methoxyphenyl)-1,2-ethylenediamine → (SR,SR)-1,2-di-(2-hydroxyphenyl)-1,2-diaminoethane (119386-71-9,870991-68-7,870991-70-1)

Guidance literature:

With boron tribromide; In dichloromethane; Yield given; a) -60 deg C, 30 min, b) 3 d, RT;

DOI:10.1016/0223-5234(93)90003-W

Reference yield:

meso-N,N'-bis(2-hydroxybenzyliden)1,2-bis(2-methoxyphenyl)ethylenediamine (58519-82-7) → meso-1,2-Bis-(2-hydroxyphenyl)ethylenediamine (51208-45-8,119386-71-9,870991-68-7,870991-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 6 N aq. H₂SO₄

2: BBr₃ / CH₂Cl₂ / a) -60 deg C, 30 min, b) 3 d, RT

With sulfuric acid; boron tribromide; In dichloromethane;

DOI:10.1016/0223-5234(93)90003-W

Reference yield:

meso-N,N'-bis(2-hydroxybenzyliden)1,2-bis(2-methoxyphenyl)ethylenediamine (58519-82-7) → (SR,SR)-1,2-di-(2-hydroxyphenyl)-1,2-diaminoethane (119386-71-9,870991-68-7,870991-70-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / 6 N aq. H₂SO₄

2: 81 percent / acetonitrile / 3 h

3: 49 percent / 0.17 h / Heating

4: 90 percent / 6 N aq. H₂SO₄

5: BBr₃ / CH₂Cl₂ / a) -60 deg C, 30 min, b) 3 d, RT

With sulfuric acid; boron tribromide; In dichloromethane; acetonitrile;

DOI:10.1016/0223-5234(93)90003-W

upstream raw materials:

salicylaldehyde

N,N'-(2,2'-dihydroxy-bibenzyl-α,α'-diyl)-bis-benzamide

N,N'-(1,2-bis(2-methoxyphenyl)ethane-1,2-diyl)dibenzamide

hydrogenchloride

Downstream raw materials:

C₃₄H₃₆N₂O₂

C₃₀H₂₈N₂O₂

N,N'-disalicylidene-(R,S)(S,R)-1,2-diphenyl-1,2-ethanediamine

salicylaldehyde

Refernces