1-(2-Naphthoyl)imidazole

Base Information

• Chemical Name: 1-(2-Naphthoyl)imidazole
• CAS No.: 141903-34-6
• Molecular Formula: C14H10 N2 O
• Molecular Weight: 222.246
• Hs Code.: 2934999090
• European Community (EC) Number: 635-073-3
• DSSTox Substance ID: DTXSID90357434
• Nikkaji Number: J726.979J
• Wikidata: Q82137331
• Mol file: 141903-34-6.mol

Synonyms:1-(2-Naphthoyl)imidazole;141903-34-6;imidazol-1-yl(naphthalen-2-yl)methanone;(1H-Imidazol-1-yl)(naphthalen-2-yl)methanone;SCHEMBL1186098;DTXSID90357434;AKOS015913717;1-(naphthalene-2-carbonyl)-1H-imidazole;J-007569;1-(2-Naphthoyl)imidazole, suitable for fluorescence, >=95.0% (N)

Chemical Property of 1-(2-Naphthoyl)imidazole

Chemical Property:

• Vapor Pressure: 1.51E-07mmHg at 25°C
• Melting Point: 74-78 °C(lit.)
• Refractive Index: 1.646
• Boiling Point: 428.5°C at 760 mmHg
• PKA: 3.08±0.10(Predicted)
• Flash Point: 212.9°C
• PSA: 34.89000
• Density: 1.19g/cm³
• LogP: 2.72480
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.079312947
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

1-(2-Naphthoyl)imidazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)N3C=CN=C3
• Uses: 1-(2-Naphthoyl)imidazole is a derivatizing agent for alcohols and amines.

Technology Process of 1-(2-Naphthoyl)imidazole

There total 2 articles about 1-(2-Naphthoyl)imidazole 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:

1,1'-carbonyldiimidazole (530-62-1) + naphthalene-2-carboxylate (93-09-4) → N-(2'-naphthoyl)imidazole (141903-34-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmc.2007.01.046

Reference yield:

1H-imidazole (288-32-4) + 2-naphthaloyl chloride (2243-83-6) → N-(2'-naphthoyl)imidazole (141903-34-6)

Guidance literature:

In benzene; for 1h; Ambient temperature;

Reference yield: 74.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + C21H20BNO2 + N-(2'-naphthoyl)imidazole (141903-34-6) → C23H24O

Guidance literature:

With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate; In acetonitrile; at 20 ℃; for 6h; Irradiation;

DOI:10.1021/acscatal.1c04153

upstream raw materials:

1H-imidazole

2-naphthaloyl chloride

1,1'-carbonyldiimidazole

naphthalene-2-carboxylate

Downstream raw materials:

methyl 3-naphthalen-2-yl-3-oxopropanoate

3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazole-4-methanol

4-(bromomethyl)-3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazole

methyl 3-(2,6-dichlorophenyl)-5-naphthalen-2-ylisoxazole-4-carboxylate

Refernces

• 1、 Lindsay, Ashley C.,Kilmartin, Paul A.,Sperry, Jonathan. "Synthesis of 3-nitroindoles by sequential paired electrolysis". supporting information. p. 7903 - 7913. Retrieved 2021/09/28.
• 2、 Salar, Uzma,Khan, Khalid Mohammed,Taha, Muhammad,Ismail, Nor Hadiani,Ali, Basharat,Qurat-ul-Ain,Perveen, Shahnaz,Ghufran, Mehreen,Wadood, Abdul. "Biology-oriented drug synthesis (BIODS): In vitro β-glucuronidase inhibitory and in silico studies on 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl aryl carboxylate derivatives". . p. 1289 - 1299. Retrieved 2016/12/06.