N-(3-Hydroxypropyl)ethylenediamine

Base Information

• Chemical Name: N-(3-Hydroxypropyl)ethylenediamine
• CAS No.: 56344-32-2
• Molecular Formula: C5H14N2O
• Molecular Weight: 118.18
• Hs Code.: 2922199090
• European Community (EC) Number: 679-901-1
• DSSTox Substance ID: DTXSID50450293
• Nikkaji Number: J208.573I
• Wikidata: Q82269942
• Mol file: 56344-32-2.mol

Synonyms:N-(3-Hydroxypropyl)ethylenediamine;56344-32-2;3-((2-Aminoethyl)amino)propan-1-ol;3-(2-aminoethylamino)propan-1-ol;2-(3-Hydroxypropylamino)ethylamine;N-(2-Aminoethyl)propanolamine;3-[(2-aminoethyl)amino]propan-1-ol;1-Propanol, 3-[(2-aminoethyl)amino]-;N-hydroxypropylethylenediamine;SCHEMBL430987;3-(2-aminoethylamino)propanol;DTXSID50450293;KTLIZDDPOZZHCD-UHFFFAOYSA-N;N-(3-hydroxypropyl)ethylendiamine;MFCD00059848;AKOS009157810;SB83944;BS-23667;CS-0199570;FT-0629179;H0391;H11394;3-[(2-Aminoethyl)amino]-1-propanol, AldrichCPR;A869967

Chemical Property of N-(3-Hydroxypropyl)ethylenediamine

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 45°C
• Refractive Index: 1.472
• Boiling Point: 149 °C / 14mmHg
• PKA: 15.03±0.10(Predicted)
• Flash Point: 99.929°C
• PSA: 58.28000
• Density: 0.976g/cm³
• LogP: 0.00830
• Water Solubility.: Soluble in water
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 118.110613074
• Heavy Atom Count: 8
• Complexity: 41.4

Purity/Quality:

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

N-(3-Hydroxypropyl)ethylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 34-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CNCCN)CO
• Uses: N-(3-Hydroxypropyl)ethylenediamine (Fasudil Impurity 16) is an impurity of Fasudil (F150018), a selective ROCK inhibitor.

Technology Process of N-(3-Hydroxypropyl)ethylenediamine

There total 4 articles about N-(3-Hydroxypropyl)ethylenediamine 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: 96.8%

ethylenediamine (107-15-3,85404-18-8) + methyloxirane (75-56-9,16033-71-9) → N-(3-hydroxypropyl)ethylenediamine (56344-32-2)

Guidance literature:

at 130 ℃; for 0.0111111h; under 19502 Torr; Pressure; Temperature;

Reference yield:

ethylenediamine (107-15-3,85404-18-8) + 1-bromo-3-propanol (627-18-9) → N-(3-hydroxypropyl)ethylenediamine (56344-32-2)

Guidance literature:

With isopropyl alcohol;

DOI:10.1021/ja01121a055

Reference yield:

trimethylene oxide (503-30-0) + ethylenediamine (107-15-3,85404-18-8) → N-(3-hydroxypropyl)ethylenediamine (56344-32-2)

Guidance literature:

at 25 ℃; Rate constant; Thermodynamic data; E(a), ΔS(excit.); also in the presence of HClO4;

upstream raw materials:

trimethylene oxide

ethylenediamine

1-bromo-3-propanol

methyloxirane

Downstream raw materials:

copper(II) N-(2-aminoethyl)-3-amino-1-propanol (μ-terephthalate)

C₄₄H₅₄N₄O₉

{2-[[6-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-pyridin-2-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-ethyl}-(3-hydroxy-propyl)-carbamic acid tert-butyl ester

{2-[(6-Aminomethyl-pyridin-2-ylmethyl)-(2-nitro-benzenesulfonyl)-amino]-ethyl}-(3-hydroxy-propyl)-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Production process of hydroxyethyl/propylethylenediamine". Paragraph 0079-0081; 0085-0087; 0091-0093. . Retrieved 2022/03/27.
• 2、 Bobylev, V. A.,Veselkov, N. Yu.,Dalin, A. R.,Sharikov, F. Yu.. "NUCLEOPHILIC CLEAVAGE AND FORMATION OF SATURATED HETEROCYCLES. XII. REACTIVITY OF SMALL HETEROCYCLES TOWARD AMINOLYSIS AND HYDROLYSIS". . p. 1700 - 1713. Retrieved 2007/10/02.