6-Iodo-2-methylquinoline

Base Information

• Chemical Name: 6-Iodo-2-methylquinoline
• CAS No.: 1128-62-7
• Molecular Formula: C10H8IN
• Molecular Weight: 269.085
• DSSTox Substance ID: DTXSID60503426
• Wikidata: Q82357230
• Mol file: 1128-62-7.mol

Synonyms:6-IODO-2-METHYLQUINOLINE;1128-62-7;6-IODO-2-METHYL-QUINOLINE;6-iodoquinaldine;SCHEMBL2335630;DTXSID60503426;UZQAGMMXXQXWOK-UHFFFAOYSA-N;BAA12862;MFCD13192314;AKOS022497791;SB71276;AM805322;AS-58267;CS-0036387

Chemical Property of 6-Iodo-2-methylquinoline

Chemical Property:

• PSA: 12.89000
• LogP: 3.14780
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 268.97015
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

6-Iodo-2-methyl-quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C=C(C=C2)I

Technology Process of 6-Iodo-2-methylquinoline

There total 8 articles about 6-Iodo-2-methylquinoline 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: 95.0%

6-Bromo-2-methyl-quinoline (877-42-9) → 6-iodo-2-methylquinoline (1128-62-7)

Guidance literature:

With copper(l) iodide; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; sodium iodide; In 1,4-dioxane; water; at 180 ℃; for 0.5h; under 9050.33 Torr; Flow reactor; Inert atmosphere;

DOI:10.1002/anie.201409595

Reference yield: 72.35%

p-aminoiodobenzene (540-37-4) + crotonaldehyde (123-73-9,4170-30-3) → 6-iodo-2-methylquinoline (1128-62-7)

Guidance literature:

With hydrogenchloride; In water; at 105 ℃; for 1h;

DOI:10.1039/C7TB00136C

Reference yield: 68.0%

4-Hydroxy-4-methyl-2-pentanone (123-42-2) + 2-amino-5-iodobenzaldehyde (99471-71-3) → 6-iodo-2-methylquinoline (1128-62-7)

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); sodium t-butanolate; In toluene; at 70 ℃; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6ob01452f

upstream raw materials:

p-aminoiodobenzene

paracetaldehyde

crotonaldehyde

6-Bromo-2-methyl-quinoline

Downstream raw materials:

6-((4-methoxyphenyl)ethynyl)quinoline-2-carbaldehyde

2-methylquinoline-6-carbaldehyde

C₂₅H₂₁IN₂

2-methyl-5-nitro-6-phenylaminoquinoline

Refernces

• 1、 Ning, Peng,Dong, Pengyu,Geng, Qian,Bai, Lei,Ding, Yaqi,Tian, Xiaohe,Shao, Rong,Li, Lin,Meng, Xiangming. "A two-photon fluorescent probe for viscosity imaging in vivo". . p. 2743 - 2749. Retrieved 2017/04/24.
• 2、 Chen, Mao,Ichikawa, Saki,Buchwald, Stephen L.. "Rapid and efficient copper-catalyzed finkelstein reaction of (hetero)aromatics under continuous-flow conditions". supporting information. p. 263 - 266. Retrieved 2015/02/05.