1,3-Bis(2-hydroxyethyl)urea

Base Information

• Chemical Name: 1,3-Bis(2-hydroxyethyl)urea
• CAS No.: 15438-70-7
• Molecular Formula: C5H12N2O3
• Molecular Weight: 148.162
• Hs Code.: 2924199090
• European Community (EC) Number: 874-866-0
• NSC Number: 75436
• DSSTox Substance ID: DTXSID2065886
• Nikkaji Number: J122.121C
• Wikidata: Q81992486
• Mol file: 15438-70-7.mol

Synonyms:1,3-Bis(2-hydroxyethyl)urea;15438-70-7;Urea, N,N'-bis(2-hydroxyethyl)-;N,N'-Bis(2-hydroxyethyl)urea;Urea,N,N'-bis(2-hydroxyethyl)-;NN'-Bis(2-hydroxyethyl)urea;Urea, 1,3-bis(2-hydroxyethyl)-;1,3-Di(beta-hydroxyethyl)urea;1,3-Di(.beta.-hydroxyethyl)urea;NSC 75436;N,N'-Di-(2-hydroxyethyl)urea;nn'-diethanolurea;NSC75436;2,2'-Ureylenediethanol;N,N'-di(2-hydroxyethyl)urea;SCHEMBL194006;n,n-bis(2-hydroxyethyl)-urea;Urea,3-bis(2-hydroxyethyl)-;Urea,N'-bis(2-hydroxyethyl)-;DTXSID2065886;N,N'-Bis(2-hydroxyethyl)urea #;AMY12229;MFCD00522193;NSC-75436;AKOS002666603;N,N'-BIS(2-HYDROXYETHYL)-UREA;N,N/'-BIS(2-HYDROXYETHYL)-UREA;AS-19995;CS-0142124;FT-0629411;D94860;A921626

Chemical Property of 1,3-Bis(2-hydroxyethyl)urea

Chemical Property:

• Melting Point: 83 °C
• Boiling Point: 445.1 °C at 760 mmHg
• PKA: 13.09±0.46(Predicted)
• Flash Point: 223 °C
• PSA: 81.59000
• Density: 1.226 g/cm³
• LogP: -0.94800
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 148.08479225
• Heavy Atom Count: 10
• Complexity: 86.9

Purity/Quality:

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

NN''-Bis(2-hydroxyethyl)urea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)NC(=O)NCCO

Technology Process of 1,3-Bis(2-hydroxyethyl)urea

There total 9 articles about 1,3-Bis(2-hydroxyethyl)urea 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: 80.0%

N-(benzyloxycarbonyl)aniline (3422-02-4) + ethanolamine (141-43-5) → N,N'-bis(2-hydroxyethyl)urea (15438-70-7) + 1-(2-hydroxyethyl)-3-phenylurea (3747-47-5)

Guidance literature:

With 2-(2-Ethoxyethoxy)ethyl benzyl ether; In benzyl alcohol;

Reference yield: 55.0%

S,S-dimethyl dithiocarbonate (868-84-8) + ethanolamine (141-43-5) → dimethylenecyclourethane (497-25-6) + N,N'-bis(2-hydroxyethyl)urea (15438-70-7)

Guidance literature:

at 60 ℃; for 15h; Yields of byproduct given;

DOI:10.1021/jo9522825

Reference yield: 51.0%

carbon dioxide (124-38-9,18923-20-1) + ethanolamine (141-43-5) → dimethylenecyclourethane (497-25-6) + N,N'-bis(2-hydroxyethyl)urea (15438-70-7)

Guidance literature:

With tetrachloromethane; triethylamine; triphenylphosphine; In acetonitrile; for 20h; under 760 Torr; Ambient temperature;

upstream raw materials:

dimethylenecyclourethane

ethanolamine

N-(benzyloxycarbonyl)-N-methylaniline

carbon dioxide

Refernces

• 1、 Chudzinski, Michael G.,McClary, Corey A.,Taylor, Mark S.. "Anion receptors composed of hydrogen- and halogen-bond donor groups: Modulating selectivity with combinations of distinct noncovalent interactions". supporting information; experimental part. p. 10559 - 10567. Retrieved 2011/09/12.
• 2、 Jagtap, Sachin R.,Patil, Yogesh P.,Panda, Anil G.,Bhanage, Bhalchandra M.. "Synthesis of 1,3-disubstituted symmetrical/unsymmetrical ureas via Cs2CO3-catalyzed transamination of ethylene carbonate and primary amines". experimental part. p. 2093 - 2100. Retrieved 2009/10/17.