Perimidine

Base Information

• Chemical Name: Perimidine
• CAS No.: 204-02-4
• Molecular Formula: C11H8 N2
• Molecular Weight: 168.198
• Hs Code.: 2933990090
• European Community (EC) Number: 621-534-6
• DSSTox Substance ID: DTXSID70174343
• Nikkaji Number: J6.133F
• Wikidata: Q27116826
• Metabolomics Workbench ID: 55363
• ChEMBL ID: CHEMBL3717833
• Mol file: 204-02-4.mol

Synonyms:peri-naphthimidazole;perimidine

Chemical Property of Perimidine

Chemical Property:

• Vapor Pressure: 1.06E-05mmHg at 25°C
• Melting Point: 223°C
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 371.1°Cat760mmHg
• PKA: 6.35(at 20℃)
• Flash Point: 178.2°C
• PSA: 28.68000
• Density: 1.26g/cm³
• LogP: 2.71610
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)NC=NC3=CC=C2
• General Description: Perimidine, also known as 1,3-diaza-1H-benzonaphthene or 1H-benzo[de]quinazoline, is a heterocyclic compound with notable biological and material applications, including potential uses as antifungal, antimicrobial, and photochromic agents. A recent study highlights an eco-friendly, catalyst-free mechanochemical synthesis of its derivatives, 2,3-dihydro-1H-perimidines, demonstrating their accessibility and relevance in green chemistry. These compounds are valued for their structural versatility and functional properties, making them promising candidates for further research in medicinal and materials science.

Technology Process of Perimidine

There total 27 articles about Perimidine 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: 100.0%

orthoformic acid triethyl ester (122-51-0) + naphthalene-1,8-diamine (479-27-6) → 1-H-perimidine (204-02-4)

Guidance literature:

orthoformic acid triethyl ester; at 20 ℃; for 0.25h;

naphthalene-1,8-diamine; at 20 ℃; for 3h;

DOI:10.1016/j.molstruc.2012.06.009

Reference yield: 97.0%

2,3-dihydro-2,2-dimethylperimidine (6364-17-6) → 1-H-perimidine (204-02-4)

Guidance literature:

In formic acid; hydrogen bromide; for 1.5h; Heating;

DOI:10.1023/A:1011359109826

Reference yield: 96.0%

formic acid (64-18-6) + naphthalene-1,8-diamine (479-27-6) → 1-H-perimidine (204-02-4)

Guidance literature:

In ethanol;

DOI:10.1016/j.tetlet.2012.09.037

upstream raw materials:

1,3,5-Triazine

naphthalene-1,8-diamine

perimidine-2-carboxylic acid

nitrobenzene

Downstream raw materials:

1-(2-morpholin-4-yl-ethyl)-1H-perimidine

N-α,α,β-Trifluoro-β-phenylethylperimidine

1-benzylperimidine

N,N-dimethylperimidine-1-butanamine

Refernces

A novel catalyst-free mechanochemical protocol for the synthesis of 2,3-dihydro-1H-perimidines

10.1002/jhet.3880

The study presents a novel, catalyst-free mechanochemical protocol for synthesizing 2,3-dihydro-1H-perimidines, utilizing 1,8-diaminonaphthalene and various aldehydes. These chemicals are ground together using a mortar and pestle for 5 minutes, yielding the desired products in moderate to excellent yields without the need for conventional solvents or catalysts. The methodology is environmentally friendly and energy-efficient, highlighting the green chemistry principles. The synthesized perimidines, known for their diverse biological and material properties, are expected to be further investigated for their potential applications in areas such as antifungal, antimicrobial, and photochromic materials.