N-Phenylisomaleimide

Base Information

• Chemical Name: N-Phenylisomaleimide
• CAS No.: 19990-26-2
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 2932209090
• NSC Number: 92551
• Nikkaji Number: J102.442F
• ChEMBL ID: CHEMBL1078669
• Mol file: 19990-26-2.mol

Synonyms:N-Phenylisomaleimide;19990-26-2;5-phenyliminofuran-2-one;5-(Phenylimino)furan-2(5H)-one;2(5H)-Furanone, 5-(phenylimino)-;5-(N-phenyl)-imino-5h-furan-2-one;NSC92551;N-phenyl isomaleimide;CHEMBL1078669;NULZNTDKTDTWGL-PKNBQFBNSA-N;NULZNTDKTDTWGL-UHFFFAOYSA-N;(5E)-5-phenylimino-furan-2-one;Acrylic acid, 3-(1-hydroxy-N-phenylformimidoyl)-, cyclic anhydride;NSC-92551;(5E)-5-(Phenylimino)-2(5H)-furanone #;3-([(DIETHYLAMINO)CARBONYL]OXY)-4-PYRIDINECARBOXYLICACID

Chemical Property of N-Phenylisomaleimide

Chemical Property:

• Vapor Pressure: 0.00326mmHg at 25°C
• Boiling Point: 282.9°Cat760mmHg
• Flash Point: 138.4°C
• PSA: 38.66000
• Density: 1.19g/cm³
• LogP: 1.82960
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 262

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=C2C=CC(=O)O2

Technology Process of N-Phenylisomaleimide

There total 5 articles about N-Phenylisomaleimide 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: 90.0%

N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2) → 5-(N-phenyl)-imino-5H-furan-2-one (19990-26-2)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; triethylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2005.10.027

Reference yield: 80.0%

N-phenylmaleisoimidium perchlorate (136163-24-1) → 5-(N-phenyl)-imino-5H-furan-2-one (19990-26-2)

Guidance literature:

With sodium hydrogencarbonate; In water;

Reference yield:

maleic anhydride (108-31-6) + aniline (62-53-3) → 5-(N-phenyl)-imino-5H-furan-2-one (19990-26-2)

Guidance literature:

maleic anhydride; aniline; In toluene; at 50 ℃; for 4h;

With diisopropyl-carbodiimide; In toluene; at 100 ℃; for 5h;

upstream raw materials:

N-phenylmaleisoimidium perchlorate

N-phenylmaleamic acid

aniline

maleic anhydride

Downstream raw materials:

3,3-dimethyl-1-phenyl-5-oxa-1-aza-spiro[3.4]oct-7-ene-2,6-dione

1,3,3-triphenyl-5-oxa-1-aza-spiro[3.4]oct-7-ene-2,6-dione

3t-methyl-1,3c-diphenyl-(4rO)-5-oxa-1-aza-spiro[3.4]oct-7-ene-2,6-dione

3c-methyl-1,3t-diphenyl-(4rO)-5-oxa-1-aza-spiro[3.4]oct-7-ene-2,6-dione

Refernces

• 1、 -. "METHOD FOR PRODUCING ISOMALEIMIDE". Paragraph 0025. . Retrieved 2019/01/11.
• 2、 Haval, Kishan P.,Mhaske, Santosh B.,Argade, Narshinha P.. "Cyanuric chloride: Decent dehydrating agent for an exclusive and efficient synthesis of kinetically controlled isomaleimides". . p. 937 - 942. Retrieved 2007/10/03.