4-(2,4-Dichloro-3-quinolyl)morpholine

Base Information

• Chemical Name: 4-(2,4-Dichloro-3-quinolyl)morpholine
• CAS No.: 157027-34-4
• Molecular Formula: C₁₃H₁₂Cl₂N₂O
• Molecular Weight: 283.157
• DSSTox Substance ID: DTXSID10381716
• Nikkaji Number: J815.654I
• Wikidata: Q82172722
• Mol file: 157027-34-4.mol

Synonyms:157027-34-4;4-(2,4-dichloro-3-quinolyl)morpholine;Quinoline, 2,4-dichloro-3-(4-morpholinyl)-;DTXSID10381716;3-Morpholino-2,4-dichloroquinoline

Chemical Property of 4-(2,4-Dichloro-3-quinolyl)morpholine

Chemical Property:

• Vapor Pressure: 2.43E-07mmHg at 25°C
• Boiling Point: 422.3°C at 760 mmHg
• Flash Point: 209.2°C
• Density: 1.388g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 282.0326684
• Heavy Atom Count: 18
• Complexity: 286

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=C(C3=CC=CC=C3N=C2Cl)Cl

Technology Process of 4-(2,4-Dichloro-3-quinolyl)morpholine

There total 3 articles about 4-(2,4-Dichloro-3-quinolyl)morpholine 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: 77.0%

4-hydroxy-3-morpholin-4-yl-2(1H)-quinolone (14933-27-8) → 2,4-dichloro-3-(morpholin-4-yl)-quinoline (157027-34-4)

Guidance literature:

With trichlorophosphate; for 0.5h; Heating;

DOI:10.1002/prac.19943360407

Reference yield:

N-<(morpholin-4-yl)methylcarbonyl>anthranilic acid ethyl ester (101496-75-7) → 2,4-dichloro-3-(morpholin-4-yl)-quinoline (157027-34-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / potassium tert-butoxide / dimethylsulfoxide / 0.75 h / 100 °C

2: 57 percent / phosphoroxy trichloride, N,N-dimethylaniline / 0.5 h / Heating

With potassium tert-butylate; N,N-dimethyl-aniline; trichlorophosphate; In dimethyl sulfoxide;

DOI:10.3987/COM-96-7700

Reference yield:

2-(Iodacetylamino)benzoesaeure-ethylester (152208-21-4) → 2,4-dichloro-3-(morpholin-4-yl)-quinoline (157027-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / dimethylformamide / 0.5 h / Ambient temperature

2: 54 percent / potassium tert-butoxide / dimethylsulfoxide / 0.75 h / 100 °C

3: 57 percent / phosphoroxy trichloride, N,N-dimethylaniline / 0.5 h / Heating

With potassium tert-butylate; N,N-dimethyl-aniline; trichlorophosphate; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-96-7700

upstream raw materials:

4-hydroxy-3-morpholin-4-yl-2(1H)-quinolone

N-<(morpholin-4-yl)methylcarbonyl>anthranilic acid ethyl ester

2-(Iodacetylamino)benzoesaeure-ethylester

Downstream raw materials:

4-chloro-3-morpholino-2-(triphenylphosphoranylideneamino)-quinoline