N-(2-Hydroxyethyl)phthalimide

Base Information

• Chemical Name: N-(2-Hydroxyethyl)phthalimide
• CAS No.: 3891-07-4
• Deprecated CAS: 143811-65-8
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Hs Code.: 2925.19
• European Community (EC) Number: 223-434-4
• NSC Number: 50624,2773
• UNII: 61842K53O1
• DSSTox Substance ID: DTXSID1063225
• Nikkaji Number: J26.029K
• Wikidata: Q27263319
• Mol file: 3891-07-4.mol

Synonyms:2-hydroxyethylphtalimide;2-hydroxyethylphthalimide;2-hydroxyethylphthalimide, 15N-labeled

Chemical Property of N-(2-Hydroxyethyl)phthalimide

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.06E-05mmHg at 25°C
• Melting Point: 126-129 °C
• Refractive Index: 1.622
• Boiling Point: 356.5 °C at 760 mmHg
• PKA: 14.40±0.10(Predicted)
• Flash Point: 169.4 °C
• PSA: 57.61000
• Density: 1.388 g/cm³
• LogP: 0.21280
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Hydroxyethyl)phthalimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39-24/25

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCO
• Uses: N-(2-Hydroxyethyl)phthalimide is used as a reagent to synthesize (-)-R-rolipram is a phosphodiesterase 4 inhibitor that is used to treat depression. N-(2-Hydroxyethyl)phthalimide is also used as a reagent to synthesize FR252921, a compound that acts as an immunosuppressant. Amlodipine Impurity 6

Technology Process of N-(2-Hydroxyethyl)phthalimide

There total 31 articles about N-(2-Hydroxyethyl)phthalimide 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%

2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl nitrate → N-(2-Hydroxyethyl)phthalimide (3891-07-4)

Guidance literature:

With ethylbenzene; tri-n-butyl-tin hydride; In benzene-d6; at 40 ℃; for 2h; Irradiation;

Reference yield: 99.0%

phthalic anhydride (85-44-9) + ethanolamine (141-43-5) → N-(2-Hydroxyethyl)phthalimide (3891-07-4)

Guidance literature:

In toluene; at 60 - 110 ℃; Temperature; Large scale;

Reference yield: 98.0%

9b-Ethoxy-2,3-dihydro-9bH-oxazolo[2,3-a]isoindol-5-one (183969-33-7) → N-(2-Hydroxyethyl)phthalimide (3891-07-4)

Guidance literature:

With aq. acid;

DOI:10.1039/CC9960002115

upstream raw materials:

oxirane

phthalimide

[1,3]-dioxolan-2-one

phthalic anhydride

Downstream raw materials:

distearylphosphatidylethanolamine

dimyristoylphosphatidylethanolamine

2-(1,3(2H)-dioxo-1H-isoindol-2-yl)ethyl acetate

2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl benzoate

Refernces

• 1、 Godin, Adriana M.,Araújo, Débora P.,Menezes, Raquel R.,Brito, Ana Mercy S.,Melo, Ivo S.F.,Coura, Giovanna M.E.,Soares, Darly G.,Bastos, Leandro F.S.,Amaral, Flávio A.,Ribeiro, Lucas S.,Boff, Daiane,Santos, Julliana R.A.,Santos, Daniel A.,Teixeira, Mauro M.,De Fátima, ?ngelo,Machado, Renes R.,Coelho, Márcio M.. "Activities of 2-phthalimidethanol and 2-phthalimidethyl nitrate, phthalimide analogs devoid of the glutarimide moiety, in experimental models of inflammatory pain and edema". . p. 291 - 298. Retrieved 2014.
• 2、 Rose. "-". . . Retrieved 1948.
• 3、 Argade, Narshinha P.,Shelar, Santosh V.. "Facile synthesis of indolizinoindolone, indolylepoxypyrrolooxazole, indolylpyrrolooxazolone and isoindolopyrazinoindolone heterocycles from indole and imide derivatives". . p. 6160 - 6169. Retrieved 2021/07/21.
• 4、 -. "Synthesis method of 2-(phthalimido)ethanesulfonyl chloride". Paragraph 0033; 0034; 0037; 0038; 0041; 0042; 0045; 0046. . Retrieved 2019/03/28.