2-CHLORMETHYL-6-NITRO-QUINOLINE

Base Information

• Chemical Name: 2-CHLORMETHYL-6-NITRO-QUINOLINE
• CAS No.: 76253-77-5
• Molecular Formula: C10H7ClN2O2
• Molecular Weight: 222.63
• Mol file: 76253-77-5.mol

Synonyms:2-(CHLOROMETHYL)-6-NITROQUINOLINE;

Chemical Property of 2-CHLORMETHYL-6-NITRO-QUINOLINE

Chemical Property:

• PSA: 58.71000
• LogP: 3.40500

Purity/Quality:

98%min ^*data from raw suppliers

2-CHLORMETHYL-6-NITRO-QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-CHLORMETHYL-6-NITRO-QUINOLINE

There total 3 articles about 2-CHLORMETHYL-6-NITRO-QUINOLINE 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: 98.0%

2-methyl-6-nitroquinoline (613-30-9) → 2-(chloromethyl)-6-nitroquinoline (76253-77-5)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; 1,2-dichloro-ethane; urea; at 120 ℃; for 1h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.04.023

Reference yield: 56.0%

2-methyl-6-nitroquinoline N-oxide (76253-89-9) → 2-(chloromethyl)-6-nitroquinoline (76253-77-5)

Guidance literature:

With p-toluenesulfonyl chloride; In 1,2-dichloro-ethane; 1.) 100 deg C, 24 h, 2.) RT, 48 h;

DOI:10.1021/jm00115a010

Reference yield:

2-methyl-6-nitroquinoline N-oxide (76253-89-9) + p-toluenesulfonyl chloride (98-59-9) → 2-(chloromethyl)-6-nitroquinoline (76253-77-5)

Guidance literature:

In 1,1-dichloroethane; ethyl acetate;

upstream raw materials:

2-methyl-6-nitroquinoline N-oxide

2-methyl-6-nitroquinoline

p-toluenesulfonyl chloride

Downstream raw materials:

N-methyl-6-nitro-N-<(4-nitrophenoxy)propyl>-2-quinolinemethanamine

N-cyclopentyl-6-nitro-N-<(4-nitrophenoxy)propyl>-2-quinolinemethanamine

N-Ethyl-N-(6-nitroquinol-2-ylmethyl)-4-methanesulphonamidophenethylamine

N-<2-<<<2-hydroxy-3-<4-<(methylsulfonyl)amino>phenoxy>propyl>methylamino>methyl>-6-quinolinyl>methanesulfonamide

Refernces

• 1、 Xie, Yuanyuan,Li, Lehuan. "Microwave-assisted α-halogenation of 2-methylquinolines with tetrabutylammonium iodide and 1,2-dichloroethane (1,2-dibromoethane)". supporting information. p. 3892 - 3895. Retrieved 2014/07/08.
• 2、 Butera, John A.,Spinelli, Walter,Anantharaman, Viji,Marcopulos, Nicholas,Parsons, Roderick W.,et al.. "Synthesis and Selective Class III Antiarrhythmic Activity of Novel N-Heteroaralkyl-Substituted 1-(Aryloxy)-2-propanolamine and Related Propylamine Derivatives". . p. 3212 - 3228. Retrieved 2007/10/02.