1H-Perimidin-2(3H)-one

Base Information

• Chemical Name: 1H-Perimidin-2(3H)-one
• CAS No.: 5157-11-9
• Molecular Formula: C11H8N2O
• Molecular Weight: 184.197
• Hs Code.: 2933990090
• European Community (EC) Number: 856-401-3
• DSSTox Substance ID: DTXSID20401196
• Nikkaji Number: J13.632H
• Wikidata: Q82204249
• Mol file: 5157-11-9.mol

Synonyms:1H-Perimidin-2(3H)-one;1,3-dihydroperimidin-2-one;5157-11-9;2,3-Dihydro-1H-perimidin-2-one;perimidone;2-perimidone;2-hydroxyperimidine;1H-perimidine-2-one;Oprea1_590217;SCHEMBL4199390;DTXSID20401196;NKEWBOPVULFSFJ-UHFFFAOYSA-N;AKOS009270819;CS-0248297;EN300-395832;SR-01000480482;SR-01000480482-1;Z366638998

Chemical Property of 1H-Perimidin-2(3H)-one

Chemical Property:

• PSA: 48.91000
• LogP: 2.42170
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.063662883
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)NC(=O)NC3=CC=C2

Technology Process of 1H-Perimidin-2(3H)-one

There total 21 articles about 1H-Perimidin-2(3H)-one 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + N,N'-bis(trimethylsilyl)-1,8-diaminonaphthalene (33285-90-4) → 1H,3H-perimidin-2-one (5157-11-9)

Guidance literature:

With pyridine; at 120 ℃; for 5h; under 3800.26 Torr;

DOI:10.1002/anie.201900058

Reference yield: 97.0%

carbon monoxide (201230-82-2) + naphthalene-1,8-diamine (479-27-6) → 1H,3H-perimidin-2-one (5157-11-9)

Guidance literature:

With 1-Methylpyrrolidine; selenium; In tetrahydrofuran; at 100 ℃; for 20h; under 22800.7 Torr;

DOI:10.1246/bcsj.60.1793

Reference yield: 97.0%

carbon dioxide (124-38-9,18923-20-1) + naphthalene-1,8-diamine (479-27-6) → 1H,3H-perimidin-2-one (5157-11-9)

Guidance literature:

With tetrabutylammonium tungstate; In 1-methyl-pyrrolidin-2-one; at 139.84 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1002/anie.201203189

upstream raw materials:

2-ethoxy-1H-perimidine

chloroformic acid ethyl ester

naphthalene-1,8-diamine

carbonic acid dimethyl ester

Downstream raw materials:

1,3-diphenyl-1H-perimidin-2(3H)-one

1,3-Bis-(2-methyl-benzoyl)-1H,3H-perimidin-2-one

1,3-Bis-(2-methoxy-benzoyl)-1H,3H-perimidin-2-one

1,3-Bis-(2-nitro-benzoyl)-1H,3H-perimidin-2-one

Refernces

• 1、 Zhang, Hong-Jian,Wang, Xiu-Zhi,Cao, Qi,Gong, Guo-Hua,Quan, Zhe-Shan. "Design, synthesis, anti-inflammatory activity, and molecular docking studies of perimidine derivatives containing triazole". . p. 4409 - 4414. Retrieved 2017.
• 2、 Saha, Debarshi,Taily, Irshad Maajid,Naik, Sumitra,Banerjee, Prabal. "Electrochemical access to benzimidazolone and quinazolinone derivatives: Via in situ generation of isocyanates". supporting information. p. 631 - 634. Retrieved 2021/01/29.
• 3、 Xu, Maotong,Jupp, Andrew R.,Ong, Maegan S. E.,Burton, Katherine I.,Chitnis, Saurabh S.,Stephan, Douglas W.. "Synthesis of Urea Derivatives from CO2 and Silylamines". supporting information. p. 5707 - 5711. Retrieved 2019/04/16.