N-(1-Naphthyl)-N-phenylmethacrylamide

Base Information

• Chemical Name: N-(1-Naphthyl)-N-phenylmethacrylamide
• CAS No.: 141029-31-4
• Molecular Formula: C₂₀H₁₇NO
• Molecular Weight: 287.361
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10404297
• Wikidata: Q82208416
• Mol file: 141029-31-4.mol

Synonyms:N-(1-Naphthyl)-N-phenylmethacrylamide;141029-31-4;2-methyl-N-naphthalen-1-yl-N-phenylprop-2-enamide;N-(Naphthalen-1-yl)-N-phenylmethacrylamide;2-Propenamide,2-methyl-N-1-naphthalenyl-N-phenyl-;SCHEMBL2428981;DTXSID10404297;AKOS025294490;N-(1-Naphthyl)-N-phenylmethacrylamide, 98%;2-Propenamide, 2-methyl-N-1-naphthalenyl-N-phenyl-

Chemical Property of N-(1-Naphthyl)-N-phenylmethacrylamide

Chemical Property:

• Melting Point: 112-118 °C(lit.)
• PSA: 20.31000
• LogP: 5.08060
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 287.131014166
• Heavy Atom Count: 22
• Complexity: 410

Purity/Quality:

98%Min ^*data from raw suppliers

N-(1-Naphthyl)-N-phenylmethacrylamide 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C(=O)N(C1=CC=CC=C1)C2=CC=CC3=CC=CC=C32

Technology Process of N-(1-Naphthyl)-N-phenylmethacrylamide

There total 2 articles about N-(1-Naphthyl)-N-phenylmethacrylamide 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:

bromobenzene (108-86-1,52753-63-6) + N-(1-naphthyl)methacrylamide (22447-06-9) → C20H17NO (141029-31-4)

Guidance literature:

N-(1-naphthyl)methacrylamide; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

bromobenzene; In tetrahydrofuran; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04015

Reference yield:

1-amino-naphthalene (134-32-7) → C20H17NO (141029-31-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 - 20 °C / Inert atmosphere

2.2: 5 h / 0 - 20 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.1c04015

Reference yield:

C20H17NO (141029-31-4) → C20H17NO + 3-methyl-1-phenyl-3,4-dihydrobenzo[h]quinolin-2(1H)-one

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; In acetonitrile; at 20 ℃; for 48h; Overall yield = 53 percent; Overall yield = 31 mg; regioselective reaction; Irradiation; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04015

upstream raw materials:

bromobenzene

N-(1-naphthyl)methacrylamide

1-amino-naphthalene

Refernces