4-Chloroquinolin-8-amine

Base Information

• Chemical Name: 4-Chloroquinolin-8-amine
• CAS No.: 81764-16-1
• Molecular Formula: C9H7ClN2
• Molecular Weight: 178.61
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10504140
• Wikidata: Q82358424
• Mol file: 81764-16-1.mol

Synonyms:4-Chloroquinolin-8-amine;81764-16-1;4-Chloro-8-aminoquinoline;8-amino-4-chloroquinoline;MFCD18448245;8-amino-4-chloro-quinoline;4-chloro-quinolin-8-ylamine;SCHEMBL2515670;GGVFMKZFUXGDMK-UHFFFAOYSA-;DTXSID10504140;GGVFMKZFUXGDMK-UHFFFAOYSA-N;AMY26224;AKOS016004287;CS-W005579;DS-3756;SB68354;SY058511;InChI=1/C9H7ClN2/c10-7-4-5-12-9-6(7)2-1-3-8(9)11/h1-5H,11H2

Chemical Property of 4-Chloroquinolin-8-amine

Chemical Property:

• Melting Point: 99-100 °C
• Boiling Point: 333.7±27.0 °C(Predicted)
• PKA: 2.65±0.13(Predicted)
• PSA: 38.91000
• Density: 1.363±0.06 g/cm3(Predicted)
• LogP: 3.05160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

NLT 98% ^*data from raw suppliers

4-Chloroquinolin-8-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C(=C1)N)Cl

Technology Process of 4-Chloroquinolin-8-amine

There total 9 articles about 4-Chloroquinolin-8-amine 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: 92.0%

4-chloro-8-nitroquinoline (23833-99-0) → 4-chloro-8-aminoquinoline (81764-16-1)

Guidance literature:

With hydrogenchloride; iron; In methanol; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.joc.0c00658

Reference yield:

4-chloro-7-iodo-8-nitroquinoline (75698-26-9) → 4-chloro-7-iodo-8-aminoquinoline (75698-27-0) + 4-chloro-8-aminoquinoline (81764-16-1)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In ethanol; at 33 - 37 ℃; for 2h;

DOI:10.1007/BF00557754

Reference yield:

4-chloroquinoline (611-35-8) → 4-chloro-8-aminoquinoline (81764-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; sulfuric acid

2: Raney nickel; ethanol / Hydrogenation

With ethanol; sulfuric acid; nitric acid; nickel;

DOI:10.1021/ja01194a044

upstream raw materials:

4-chloro-8-nitroquinoline

4-chloro-7-iodo-8-nitroquinoline

7-iodo-quinolin-4-ol

4-chloro-7-iodoquinoline

Downstream raw materials:

4-chloro-8-(2-nitrobenzoylamino)quinoline

N-(4-(8-aminoquinolin-4-yloxy)-2-methylphenyl)-3,5-bis(trifluoromethyl)benzamide

N-(3-(8-aminoquinolin-4-yloxy)phenyl)-3,5-bis(trifluoromethyl)benzamide

4-ethoxyquinolin-8-amine

Refernces

• 1、 Ding, Duanchen,Jiang, Hanning,Ma, Xin,Nash, John J.,Kentt?maa, Hilkka I.. "Effects of the Distance between Radical Sites on the Reactivities of Aromatic Biradicals". supporting information. p. 8415 - 8428. Retrieved 2020/10/02.
• 2、 Zhang, Yu,Guo, Xiangfeng,Jia, Lihua,Xu, Shicheng,Xu, Zhihui,Zheng, Libo,Qian, Xuhong. "Substituent-dependent fluorescent sensors for zinc ions based on carboxamidoquinoline". supporting information. p. 11776 - 11782. Retrieved 2013/02/26.