N-(2-Aminoethyl)maleimide

Base Information

• Chemical Name: N-(2-Aminoethyl)maleimide
• CAS No.: 125923-10-6
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.142
• DSSTox Substance ID: DTXSID10381135
• Nikkaji Number: J2.897.842A
• Wikidata: Q82171777
• Mol file: 125923-10-6.mol

Synonyms:125923-10-6;N-(2-Aminoethyl)maleimide;1-(2-aminoethyl)-1H-pyrrole-2,5-dione;1-(2-aminoethyl)pyrrole-2,5-dione;1H-Pyrrole-2,5-dione, 1-(2-aminoethyl)-;1-(2-aminoethyl)-2,5-dihydro-1H-pyrrole-2,5-dione;2-maleimidoethylamine;1H-Pyrrole-2,5-dione,1-(2-aminoethyl)-;SCHEMBL304989;AMY412;DTXSID10381135;ODVRLSOMTXGTMX-UHFFFAOYSA-N;AKOS009157995;AB90252;GS-6213;BP-20991;PD131074;1-(2-aminoethyl)-3-pyrroline-2,5-dione;CS-0067831;FT-0763801;D73536;EN300-148866;A926557;F1265-0084

Chemical Property of N-(2-Aminoethyl)maleimide

Chemical Property:

• Boiling Point: 278.1±23.0 °C(Predicted)
• PKA: 8.39±0.10(Predicted)
• PSA: 63.40000
• Density: 1.305±0.06 g/cm3(Predicted)
• LogP: -0.49170
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

1-(2-Aminoethyl)-1H-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)N(C1=O)CCN

Technology Process of N-(2-Aminoethyl)maleimide

There total 8 articles about N-(2-Aminoethyl)maleimide 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: 100.0%

N-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-carbamic acid tert-butyl ester (134272-63-2) → 1-(2-aminoethyl)-1H-pyrrole-2,5-dione (125923-10-6)

Guidance literature:

In dichloromethane; trifluoroacetic acid; at 0 ℃; for 2h;

Reference yield: 96.0%

maleiimide (541-59-3,25721-74-8) + 2-(N-tert-butoxycarbonylamino)ethanol (26690-80-2) → 1-(2-aminoethyl)-1H-pyrrole-2,5-dione (125923-10-6)

Guidance literature:

maleiimide; 2-(N-tert-butoxycarbonylamino)ethanol; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; water; at 20 ℃; for 2h;

Reference yield:

maleiimide (541-59-3,25721-74-8) + 2,2-dimethyl-propanol-1 (75-84-3) → 1-(2-aminoethyl)-1H-pyrrole-2,5-dione (125923-10-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran;

upstream raw materials:

N-[2-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-ethyl]-carbamic acid tert-butyl ester

(Z)-3-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-acrylic acid

maleiimide

2,2-dimethyl-propanol-1

Downstream raw materials:

C₃₄H₂₃F₅N₂O₇

N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]-4-[18F]-fluorobenzamide

C₂₀H₂₇⁽¹⁸⁾FN₂O₂

tri-tert-butyl 2,2',2''-(10-(2-((2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl)amino)-2-oxoethyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

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