Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-

Base Information

• Chemical Name: Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-
• CAS No.: 99300-38-6
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• DSSTox Substance ID: DTXSID70423666
• Nikkaji Number: J428.436D
• Wikidata: Q82235920
• Mol file: 99300-38-6.mol

Synonyms:99300-38-6;Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-;(2,5-dioxopyrrolidin-1-yl) 4-cyanobenzoate;4-Cyanobenzoic acid NHS ester;SCHEMBL13699184;DTXSID70423666;CCMXELFRCBTHNV-UHFFFAOYSA-N;Benzonitrile, 4-[[(2.5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-;4-Cyanobenzoic acid succinimidyl ester;A1-05472

Chemical Property of Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-

Chemical Property:

• PSA: 87.47000
• LogP: 0.71698
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 244.04840674
• Heavy Atom Count: 18
• Complexity: 413

Purity/Quality:

4-CyanobenzoicacidNHSester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=CC=C(C=C2)C#N

Technology Process of Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-

There total 10 articles about Benzonitrile, 4-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]- 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%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + carbon monoxide (201230-82-2) + 4-iodobenzonitrile (3058-39-7) → 4-cyanobenzoic acid N-hydroxysuccinimide ester (99300-38-6)

Guidance literature:

With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dimethyl sulfoxide; at 70 ℃; for 17h; under 760 Torr;

DOI:10.1016/S0040-4039(03)00337-X

Reference yield: 93.0%

→ 4-cyanobenzoic acid N-hydroxysuccinimide ester (99300-38-6)

Guidance literature:

Reference yield: 92.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-Cyanobenzyl alcohol (874-89-5) → 4-cyanobenzoic acid N-hydroxysuccinimide ester (99300-38-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In ethyl acetate; for 0.5h; cooling;

DOI:10.1246/cl.2006.566

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-cyanobenzoic Acid

carbon monoxide

4-iodobenzonitrile

Downstream raw materials:

2-(4-cyanobenzamido)acetic acid

3-(N-4-cyanobenzoyl)amino-2,2-dimethyl-4-hexenoic acid

N-4-cyanobenzoyl-β-methyl-α,α-dimethyl-β-alanine

N-4-cyanobenzoyl-β-ethyl-α,α-dimethyl-β-alanine