1,3-Dichloroisoquinoline

Base Information

• Chemical Name: 1,3-Dichloroisoquinoline
• CAS No.: 7742-73-6
• Molecular Formula: C9H5Cl2N
• Molecular Weight: 198.051
• Hs Code.: 29163990
• European Community (EC) Number: 627-814-4
• NSC Number: 170843
• DSSTox Substance ID: DTXSID20305468
• Nikkaji Number: J81.447D
• Wikidata: Q72466623
• Mol file: 7742-73-6.mol

Synonyms:1,3-dichloroisoquinoline;7742-73-6;isoquinoline, 1,3-dichloro-;1,3-Dichloro-isoquinoline;MFCD00034750;NSC170843;SCHEMBL165745;1,3-Dichloroisoquinoline, 97%;AMY1810;DTXSID20305468;CL1001;AKOS001208897;AC-7548;CS-W002162;NSC 170843;NSC-170843;PB17073;AS-15997;BP-12423;SY007666;A9799;D4285;FT-0602168;EN300-23800;AC-907/25014223;J-503896;Z164708538

Chemical Property of 1,3-Dichloroisoquinoline

Chemical Property:

• Appearance/Colour: white to brown crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 121-122 °C(lit.)
• Refractive Index: 1.661
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: -1.49±0.50(Predicted)
• Flash Point: 182.6 °C
• PSA: 12.89000
• Density: 1.407 g/cm³
• LogP: 3.54160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.9799046
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

1,3-Dichloroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N=C2Cl)Cl
• Uses: 1,3-Dichloroisoquinoline may be used in the facile synthesis of 1,3,4-trisubstituted isoquinoline derivatives.

Technology Process of 1,3-Dichloroisoquinoline

There total 12 articles about 1,3-Dichloroisoquinoline 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: 84.5%

2-cyanomethylbenzoic acid (6627-91-4) → 1,3-dichloroisoquinoline (7742-73-6)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; In 2-cyanomethylbenzoic acid; at 20 - 70 ℃; for 17.5h;

Reference yield: 79.0%

4H-isoquinolin-1,3-dione (4456-77-3) → 1,3-dichloroisoquinoline (7742-73-6)

Guidance literature:

With P,P-dichlorophenylphosphine oxide; at 130 ℃; for 2h;

DOI:10.1016/j.tet.2018.07.048

Reference yield: 75.0%

Homophthalic acid (89-51-0) → 1,3-dichloroisoquinoline (7742-73-6)

Guidance literature:

Homophthalic acid; With ammonium hydroxide; Heating;

With P,P-dichlorophenylphosphine oxide; at 160 ℃; for 3h;

DOI:10.1016/j.tet.2018.07.048

upstream raw materials:

isoquinoline-1,3-diol

2-phenethyl-4H-isoquinoline-1,3-dione

trichlorophosphate

4H-isoquinolin-1,3-dione

Downstream raw materials:

1-Chloro-3-methoxyisoquinoline

isoquinoline

3-chloroisoquinoline

3-chloro-1-hydroxyisoquinoline

Refernces

• 1、 -. "SUBSTITUTED AROMATIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS". Page/Page column 136; 137. . Retrieved 2010/11/18.
• 2、 Perner, Richard J.,DiDomenico, Stanley,Koenig, John R.,Gomtsyan, Arthur,Bayburt, Erol K.,Schmidt, Robert G.,Drizin, Irene,Guo, Zhu Zheng,Turner, Sean C.,Jinkerson, Tammie,Brown, Brian S.,Keddy, Ryan G.,Lukin, Kurill,McDonald, Heath A.,Honore, Prisca,Mikusa, Joe,Marsh, Kennan C.,Wetter, Jill M.,St. George, Karen,Jarvis, Michael F.,Faltynek, Connie R.,Lee, Chih-Hung. "In vitro structure-activity relationship and in vivo characterization of 1-(aryl)-3-(4-(amino)benzyl)urea transient receptor potential vanilloid 1 antagonists". . p. 3651 - 3660. Retrieved 2008/02/12.