1-(3-Chloropropanoyl)-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 1-(3-Chloropropanoyl)-1,2,3,4-tetrahydroquinoline
• CAS No.: 91494-44-9
• Molecular Formula: C₁₂H₁₄ClNO
• Molecular Weight: 223.702
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID90979736
• Wikidata: Q82965452
• Mol file: 91494-44-9.mol

Synonyms:91494-44-9;1-(3-CHLOROPROPANOYL)-1,2,3,4-TETRAHYDROQUINOLINE;3-chloro-1-(3,4-dihydro-2H-quinolin-1-yl)propan-1-one;3-chloro-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one;6351-45-7;SCHEMBL5251752;DTXSID90979736;MFCD02054853;AKOS000136592;LS-05220;CS-0316890;FT-0684076;3-chloro-1-(1,2,3,4-tetrahydroquinolin-1-yl)propan-1-one

Chemical Property of 1-(3-Chloropropanoyl)-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Vapor Pressure: 2.58E-07mmHg at 25°C
• Boiling Point: 421.6°C at 760 mmHg
• Flash Point: 208.8°C
• PSA: 20.31000
• Density: 1.199g/cm³
• LogP: 2.65970
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.0763918
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

98%min ^*data from raw suppliers

1-(3-chloropropanoyl)-1,2,3,4-tetrahydroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=CC=C2N(C1)C(=O)CCCl

Technology Process of 1-(3-Chloropropanoyl)-1,2,3,4-tetrahydroquinoline

There total 2 articles about 1-(3-Chloropropanoyl)-1,2,3,4-tetrahydroquinoline 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: 98.8%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + 2-chloropropionyl chloride (625-36-5) → 3-chloro-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one (91494-44-9)

Guidance literature:

In acetone; at 70 ℃; for 3h;

Reference yield:

→ 3-chloro-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one (91494-44-9)

Guidance literature:

1,2,3,4-Tetrahydro-chinolin, CH2Cl-CH2-COH, CH2Cl2, zuerst 5-10grad, dann Siedetemp.;

Reference yield:

3-chloro-1-(3,4-dihydroquinolin-1(2H)-yl)propan-1-one (91494-44-9) → 9-(3-(4-phenylpiperazin-1-yl)propionyl)-1,2,6,7-tetrahydropyrido[3,2,1-ij]quinoline-3(5H)-one

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / 3 h / Heating

2: aluminum (III) chloride / 1,2-dichloro-ethane / 2.5 h / 0 - 20 °C

3: potassium carbonate; potassium iodide / acetonitrile / 12 h / Reflux

With aluminum (III) chloride; potassium carbonate; potassium iodide; In 1,2-dichloro-ethane; acetonitrile;

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

2-chloropropionyl chloride

Downstream raw materials:

9-(5-(2-(4-methylbenzenesulfonyl)oxyethyloxy)pyridin-3-yl)-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one

Refernces

• 1、 -. "Synthesis and application of fused heterocycle derivative". Paragraph 0119; 0120; 0121. . Retrieved 2017/05/20.
• 2、 Lucas, Simon,Negri, Matthias,Heim, Ralf,Zimmer, Christina,Hartmann, Rolf W.. "Fine-tuning the selectivity of aldosterone synthase inhibitors: Structure-activity and structure-selectivity insights from studies of heteroaryl substituted 1,2,5,6-tetrahydropyrrolo[3,2,1- ij ]quinolin-4-one derivatives". scheme or table. p. 2307 - 2319. Retrieved 2011/06/20.