N-ethylisatoic anhydride

Base Information

• Chemical Name: N-ethylisatoic anhydride
• CAS No.: 50332-68-8
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• European Community (EC) Number: 664-947-7
• DSSTox Substance ID: DTXSID10390641
• Nikkaji Number: J2.925.621G
• Wikidata: Q82187550
• ChEMBL ID: CHEMBL2146655
• Mol file: 50332-68-8.mol

Synonyms:N-ethylisatoic anhydride;50332-68-8;1-ethyl-3,1-benzoxazine-2,4-dione;N-ethyl isatoic anhydride;SCHEMBL6305077;CHEMBL2146655;DTXSID10390641;UHCPCZKBZOSOLC-UHFFFAOYSA-N;MFCD00024055;AKOS002665033;1-Ethyl-4H-3,1-benzooxazine-2,4(1H)-dione

Chemical Property of N-ethylisatoic anhydride

Chemical Property:

• PSA: 52.21000
• LogP: 0.97460
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 264

Purity/Quality:

1-ethyl-3,1-benzoxazine-2,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C2=CC=CC=C2C(=O)OC1=O

Technology Process of N-ethylisatoic anhydride

There total 12 articles about N-ethylisatoic anhydride 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: 84.0%

carbon monoxide (201230-82-2) + N-ethyl-N-phenylamine (103-69-5) → N-ethylisatoic anhydride (50332-68-8)

Guidance literature:

With copper diacetate; palladium diacetate; potassium iodide; In acetonitrile; at 60 ℃; under 760.051 Torr; regioselective reaction;

DOI:10.1021/ja308976x

Reference yield: 82.0%

isatoic anhydride (118-48-9) + ethyl iodide (75-03-6) → N-ethylisatoic anhydride (50332-68-8)

Guidance literature:

isatoic anhydride; With sodium hydride; In N,N-dimethyl-formamide; for 1h;

ethyl iodide; In N,N-dimethyl-formamide; for 24h;

DOI:10.1016/j.ejmech.2011.02.062

Reference yield: 72.0%

ethyl bromide (74-96-4) + isatoic anhydride (118-48-9) → N-ethylisatoic anhydride (50332-68-8)

Guidance literature:

isatoic anhydride; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

ethyl bromide; In N,N-dimethyl-formamide; for 18h;

DOI:10.1016/j.bmc.2012.08.049

upstream raw materials:

ethyl bromide

isatoic anhydride

phosgene

2-(ethylamino)benzoic acid

Downstream raw materials:

[2-(4,5-Dihydro-oxazol-2-yl)-phenyl]-ethyl-amine

3-(4-tolyl)-2-thio-1-ethyl-3H-quinazolin-4-one

3-(4-chlorophenyl)-1-ethyl-3H-quinazolin-2,4-dione

1-(o-ethylaminophenyl) cyclopentanol

Refernces

• 1、 -. "Aryl or heteroaryl substituted thiadiazole compound and antibacterial application thereof". Paragraph 0095-0096; 0098. . Retrieved 2021/01/30.
• 2、 Khamkhenshorngphanuch, Thitiphong,Kulkraisri, Kittipat,Janjamratsaeng, Alongkorn,Plabutong, Napasawan,Thammahong, Arsa,Manadee, Kanitta,Na Pombejra, Sarisa,Khotavivattana, Tanatorn. "Synthesis and antimicrobial activity of novel 4-Hydroxy-2-quinolone analogs". . . Retrieved 2020/07/30.