N-(naphthalen-1-yl)methanesulfonamide

Base Information

• Chemical Name: N-(naphthalen-1-yl)methanesulfonamide
• CAS No.: 53715-52-9
• Molecular Formula: C11H11NO2S
• Molecular Weight: 221.27554
• European Community (EC) Number: 662-893-9
• Nikkaji Number: J1.604.840B
• ChEMBL ID: CHEMBL4849223
• Mol file: 53715-52-9.mol

Synonyms:N-(naphthalen-1-yl)methanesulfonamide;53715-52-9;N-naphthalen-1-ylmethanesulfonamide;METHANESULFONAMIDE,N-1-NAPHTHALENYL-;CHEMBL4849223;N-1-naphthylmethanesulfonamide;SCHEMBL2124660;N-(1-naphthyl)methanesulfonamide;FSFJVGSCNHVIEZ-UHFFFAOYSA-N;N-(1-naphthyl)methanesulphonamide;N-(1-naphthyl)-methanesulfonamide;BDBM50575971;STK365121;AKOS000383783;CCG-354027

Chemical Property of N-(naphthalen-1-yl)methanesulfonamide

Chemical Property:

• Melting Point: 127.5 - 129 °C (isopropyl alcohol)
• PSA: 54.55000
• LogP: 3.36510
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.05104977
• Heavy Atom Count: 15
• Complexity: 307

Purity/Quality:

N-1-NAPHTHALENYL-METHANESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=CC2=CC=CC=C21

Technology Process of N-(naphthalen-1-yl)methanesulfonamide

There total 3 articles about N-(naphthalen-1-yl)methanesulfonamide 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: 98.0%

1-amino-naphthalene (134-32-7) + methanesulfonyl chloride (124-63-0) → N-(naphthalen-1-yl)methanesulfonamide (53715-52-9)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c4cc04738a

Reference yield:

1-naphthylamine hydrochloride (552-46-5) + methanesulfonyl chloride (124-63-0) → N-(naphthalen-1-yl)methanesulfonamide (53715-52-9)

Guidance literature:

With pyridine;

DOI:10.1246/bcsj.74.1727

Reference yield:

→ N-(naphthalen-1-yl)methanesulfonamide (53715-52-9)

Guidance literature:

Methansulfonylchlorid, α-Naphthylamin;

upstream raw materials:

1-amino-naphthalene

methanesulfonyl chloride

1-naphthylamine hydrochloride

Downstream raw materials:

benzo[c]phenanthridine

Refernces

• 1、 Liu, Liu,Chen, Kun,Wu, Wen-Zhen,Wang, Peng-Fei,Song, Hang-Yu,Sun, Hongbin,Wen, Xiaoan,Xu, Qing-Long. "Organocatalytic Para-Selective Amination of Phenols with Iminoquinone Monoacetals". supporting information. p. 3823 - 3826. Retrieved 2017/07/26.
• 2、 Laha, Joydev K.,Dayal, Neetu,Jain, Roli,Patel, Ketul. "Palladium-catalyzed regiocontrolled domino synthesis of N-sulfonyl dihydrophenanthridines and dihydrodibenzo[c, e]azepines: Control over the formation of biaryl sultams in the intramolecular direct arylation". . p. 10899 - 10907. Retrieved 2015/01/08.