N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide

Base Information

• Chemical Name: N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide
• CAS No.: 4905-17-3
• Molecular Formula: C17H14 N2 O3
• Molecular Weight: 294.31
• NSC Number: 126820
• DSSTox Substance ID: DTXSID10298895
• Wikidata: Q82040997
• Mol file: 4905-17-3.mol

Synonyms:N-benzyl-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetamide;4905-17-3;N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide;NSC126820;Oprea1_185894;Oprea1_765674;SCHEMBL1414102;DTXSID10298895;HMS1651N08;STK398311;AKOS000313390;NSC-126820;N-benzyl-2-(1,3-dioxoisoindolin-2-yl)acetamide;SR-01000009405;SR-01000009405-1;Z18271840;N-benzyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-acetamide;N-BENZYL-2-(1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-2-YL)ACETAMIDE

Chemical Property of N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide

Chemical Property:

• Vapor Pressure: 5.83E-12mmHg at 25°C
• Boiling Point: 545.6°C at 760 mmHg
• Flash Point: 283.8°C
• Density: 1.317g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 294.10044231
• Heavy Atom Count: 22
• Complexity: 433

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)CN2C(=O)C3=CC=CC=C3C2=O

Technology Process of N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide

There total 16 articles about N-benzyl-2-(1,3-dioxoisoindol-2-yl)acetamide 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: 93.0%

N-phthaloylglycine-2-phenyliminooxazolidine (83539-71-3) + benzylamine (100-46-9) → N-benzyl-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide (4905-17-3)

Guidance literature:

In tetrachloromethane; at 20 ℃; for 0.333333h;

Reference yield: 71.0%

N-phthaloylglycine (4702-13-0) + benzylamine (100-46-9) → N-benzyl-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide (4905-17-3)

Guidance literature:

N-phthaloylglycine; With (2-iodo-5-methoxyphenyl)boronic acid; In dichloromethane; for 0.166667h; Molecular sieve; Inert atmosphere; Green chemistry;

benzylamine; In dichloromethane; at 50 ℃; for 18h; Solvent; Molecular sieve; Inert atmosphere; Green chemistry;

DOI:10.1039/c5gc00659g

Reference yield: 48.0%

N-phthaloylglycine chloride (6780-38-7) + benzylamine (100-46-9) → N-benzyl-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)acetamide (4905-17-3)

Guidance literature:

In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/1521-4184(200110)334:10<323::AID-ARDP323>3.0.CO;2-O

upstream raw materials:

N-phthaloylglycine chloride

benzylamine

(N,N-phthaloyl-glycyl)-phosphoric acid dibenzyl ester

N-benzyl-2-bromoacetamide

Downstream raw materials:

N-benzyl-2-aminoacetamide

N-(1-benzyl-1H-tetrazol-5-ylmethyl)-phthalimide

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