1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone

Base Information

• Chemical Name: 1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone
• CAS No.: 1290608-24-0
• Molecular Formula: C₁₁H₁₂N₂O₃
• Molecular Weight: 220.228
• Hs Code.: 2933499090
• Mol file: 1290608-24-0.mol

Synonyms:1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone;1-(8-Nitro-3,4-dihydroquinolin-1(2H)-yl)ethanone

Chemical Property of 1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone

Chemical Property:

• PSA: 66.13000
• LogP: 2.48210

Purity/Quality:

98.5% ^*data from raw suppliers

1-(8-Nitro-3,4-dihydroquinolin-1(2h)-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone

There total 3 articles about 1-(8-Nitro-3,4-dihydro-2H-quinolin-1-yl)-ethanone 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: 81.0%

1-acetyl-1,2,3,4-tetrahydroquinoline (4169-19-1) → N-acetyl-8-nitro-1,2,3,4-tetrahydroquinoline (1290608-24-0) + 1-(1,2,3,4-tetrahydro-6-nitroquinolinyl)ethanone (14026-46-1)

Guidance literature:

With Iron(III) nitrate nonahydrate; In acetonitrile; at 60 ℃; for 5h; Overall yield = 96 %; Overall yield = 63.4 mg; regioselective reaction;

DOI:10.1021/acs.joc.9b00598

Reference yield:

1,2,3,4-tetrahydroisoquinoline (635-46-1) → N-acetyl-8-nitro-1,2,3,4-tetrahydroquinoline (1290608-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1 h / 0 - 25 °C

2: nitric acid; acetic anhydride / 4 h / -10 - 25 °C

With pyridine; nitric acid; acetic anhydride; In dichloromethane;

DOI:10.1002/ejoc.201001459

Reference yield:

→ N-acetyl-8-nitro-1,2,3,4-tetrahydroquinoline (1290608-24-0)

Guidance literature:

1-Acetyl-1,2,3,4-tetrahydro-chinolin, 70percentig.HNO3, Acetanhydrid, Eiskuehlung 0.5 h, Raumtemp.12 h;

DOI:10.1021/jo01077a018

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

1-acetyl-1,2,3,4-tetrahydroquinoline

Downstream raw materials:

8-nitro-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Murai, Masahito,Nishinaka, Naoki,Kimura, Mizuki,Takai, Kazuhiko. "Regioselective Functionalization of 9,9-Dimethyl-9-silafluorenes by Borylation, Bromination, and Nitration". . p. 5667 - 5676. Retrieved 2019/05/10.