Naphthalen-1-yl(1H-pyrrol-3-yl)methanone

Base Information

• Chemical Name: Naphthalen-1-yl(1H-pyrrol-3-yl)methanone
• CAS No.: 162934-76-1
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90578708
• Nikkaji Number: J708.056E
• Wikidata: Q82469015
• Mol file: 162934-76-1.mol

Synonyms:Naphthalen-1-yl(1H-pyrrol-3-yl)methanone;162934-76-1;3-(NAPHTHALENE-1-CARBONYL)-1H-PYRROLE;3-(1-Naphthoyl)pyrrole;SCHEMBL6925365;DTXSID90578708;SRFPXOWDJKQVJQ-UHFFFAOYSA-N;AKOS013060456;3-(Naphthalen-1-yl)carbonyl-1H-pyrrole;(Naphthalen-1-yl)(1H-pyrrol-3-yl)methanone

Chemical Property of Naphthalen-1-yl(1H-pyrrol-3-yl)methanone

Chemical Property:

• PSA: 32.86000
• LogP: 3.39890
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

98%min ^*data from raw suppliers

3-(1-Naphthoyl)pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)C3=CNC=C3
• Uses: Nnaphthalen-1-yl(1H-pyrrol-3-yl)methanone is used in the preparation of high affinity ligands for the cannabinoid CB1 and CB2 receptors.

Technology Process of Naphthalen-1-yl(1H-pyrrol-3-yl)methanone

There total 6 articles about Naphthalen-1-yl(1H-pyrrol-3-yl)methanone 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: 96.0%

3-(1-naphthoyl)-N-(p-toluenesulfonyl)pyrrole (129667-10-3) → naphthalen-1-yl(1H-pyrrol-3-yl)methanone (162934-76-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 12h; Ambient temperature;

DOI:10.1016/0040-4039(95)00016-6

Reference yield: 58.0%

N-phenylsulfonylpyrrole (16851-82-4) + 1-naphthalenecarbothioamide (20300-10-1) → naphthalen-1-yl(1H-pyrrol-3-yl)methanone (162934-76-1)

Guidance literature:

In benzene; for 50h; Irradiation;

DOI:10.3987/COM-95-7317

Reference yield: 55.0%

N-acetylpyrrole (609-41-6) + 1-naphthalenecarbothioamide (20300-10-1) → naphthalen-1-yl(1H-pyrrol-3-yl)methanone (162934-76-1)

Guidance literature:

In benzene; for 50h; Irradiation;

DOI:10.3987/COM-95-7317

upstream raw materials:

3-(1-naphthoyl)-N-(p-toluenesulfonyl)pyrrole

N-acetylpyrrole

1-naphthalenecarbothioamide

N-phenylsulfonylpyrrole

Downstream raw materials:

(1-hexyl-1H-pyrrol-3-yl)-1-naphthalenylmethanone

JWH 030

Refernces

• 1、 Nicolaou, Ioannis,Demopoulos, Vassilis J.. "A study of the Friedel-Crafts acylation of 1-benzenesulfonyl-1H-pyrrole in the preparation of 3-aroylpyrroles". . p. 1345 - 1348. Retrieved 2007/10/03.
• 2、 Lainton, Julia A. H.,Huffman, John W.,Martin, Billy R.,Compton, David R.. "1-Alkyl-3-(l-naphthoyl)pyrroles: A New Class of Cannabinoid". . p. 1401 - 1404. Retrieved 2007/10/02.