1-CHLORO-6-METHYLISOQUINOLINE

Base Information

• Chemical Name: 1-CHLORO-6-METHYLISOQUINOLINE
• CAS No.: 209286-73-7
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• Hs Code.: 2933499090
• Mol file: 209286-73-7.mol

Synonyms:1-Chloro-6-methylisoquinoline; Isoquinoline, 1-chloro-6-methyl-

Chemical Property of 1-CHLORO-6-METHYLISOQUINOLINE

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Boiling Point: 304.946°C at 760 mmHg
• PKA: 2.50±0.38(Predicted)
• Flash Point: 166.858°C
• PSA: 12.89000
• Density: 1.225g/cm³
• LogP: 3.19660
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Chloro-6-methylisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Chloro-6-methylisoquinoline (cas# 209286-73-7) is a useful reagent for the preparation of 5-membered aminoheterocyclic and 5,6- or 6,6-membered bicyclic aminoheterocyclic inhibitors of ROCK for the treatment of heart failure.

Technology Process of 1-CHLORO-6-METHYLISOQUINOLINE

There total 4 articles about 1-CHLORO-6-METHYLISOQUINOLINE 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%

6-methylisoquinoline N-oxide (70810-28-5) → 1-chloro-6-methylisoquinoline (209286-73-7)

Guidance literature:

With trichloroacetonitrile; triphenylphosphine; In toluene; at 115 ℃; for 4h; regioselective reaction; Sealed tube;

DOI:10.1002/ejoc.201501567

Reference yield: 67.4%

6-methyl-isoquinolin-1-ol (131002-10-3) → 1-chloro-6-methylisoquinoline (209286-73-7)

Guidance literature:

With trichlorophosphate; for 3h; Heating / reflux;

Reference yield:

6-methyl-2H-isoquinolin-1-one (131002-10-3) + phenol (108-95-2,27073-41-2) → 1-chloro-6-methylisoquinoline (209286-73-7)

Guidance literature:

With potassium hydroxide; In dichloromethane;

upstream raw materials:

6-methyl-isoquinolin-1-ol

6-methylisoquinoline

6-methylisoquinoline N-oxide

6-methyl-2H-isoquinolin-1-one

Downstream raw materials:

C₁₀H₇BrClN

C₁₀H₉ClN₂

Refernces

• 1、 Wang, Dong,Jia, Hailing,Wang, Wuchang,Wang, Zhe. "A practical and mild chlorination of fused heterocyclic N-oxides". supporting information. p. 7130 - 7132. Retrieved 2015/02/02.
• 2、 -. "HEPATITIS C VIRUS INHIBITORS". Page 292-293. . Retrieved 2008/06/13.