6-Amino-2-methylquinoline

Base Information

• Chemical Name: 6-Amino-2-methylquinoline
• CAS No.: 65079-19-8
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 29334900
• European Community (EC) Number: 672-738-7
• DSSTox Substance ID: DTXSID2070186
• Nikkaji Number: J207.960G
• Wikidata: Q27463459
• ChEMBL ID: CHEMBL1399676
• Mol file: 65079-19-8.mol

Synonyms:6-Amino-2-methylquinoline;2-methylquinolin-6-amine;65079-19-8;6-Quinolinamine, 2-methyl-;2-Methyl-6-quinolinamine;6-Aminoquinaldine;MLS000687483;SMR000283472;2-Methyl-6-aminoquinoline;6-Quinolinamine,2-methyl-;2-Methyl-quinolin-6-ylamine;MQN;2-methylquinoline-6-amine;6-amino-2-methyl-quinoline;(2-methyl-6-quinolyl)amine;2-Methyl-6-quinolinamine #;SCHEMBL116001;cid_103148;CHEMBL1399676;DTXSID2070186;BDBM34895;TYJFYUVDUUACKX-UHFFFAOYSA-;HMS2707L21;BBL012761;MFCD00052600;STK760852;AKOS000268624;SB67692;SDCCGMLS-0065856.P001;NCGC00245278-01;AC-26536;TS-02106;A1047;BB 0216348;CS-0152745;EU-0052225;FT-0620911;EN300-179831;A834965;SR-01000525561;J-510101;SR-01000525561-1;Q27463459;F5608-0078;Z1201618290

Chemical Property of 6-Amino-2-methylquinoline

Chemical Property:

• Appearance/Colour: Brown fine powder
• Vapor Pressure: 0.000272mmHg at 25°C
• Melting Point: 186-188 °C
• Refractive Index: 1.681
• Boiling Point: 322.9 °C at 760 mmHg
• PKA: 6.47±0.43(Predicted)
• Flash Point: 175.1 °C
• PSA: 38.91000
• Density: 1.169 g/cm³
• LogP: 2.70660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

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

6-Amino-2-methylquinoline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(C=C1)C=C(C=C2)N
• Uses: 6-Amino-2-methylquinoline is used as an organic chemical synthesis intermediate.

Technology Process of 6-Amino-2-methylquinoline

There total 9 articles about 6-Amino-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: 87.0%

6-azido-2-methylquinoline → 2-methylquinolin-6-amine (65079-19-8)

Guidance literature:

With iron; In water; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2017.07.076

Reference yield: 86.43%

2-methyl-6-nitroquinoline (613-30-9) → 2-methylquinolin-6-amine (65079-19-8)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In ethanol; water; for 5h; Reflux;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 2-methylquinolin-6-amine (65079-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water; tetrahydrofuran / 105 °C

2: hydrogenchloride; tin(ll) chloride / 105 °C

With hydrogenchloride; tin(ll) chloride; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2012.12.054

upstream raw materials:

6-amino-2-methyl-quinoline-4-carboxylic acid

2-methyl-6-nitroquinoline

4-nitro-aniline

1,4-phenylenediamine

Downstream raw materials:

2-methyl-6-phenylquinoline

N-tert-Butyl-N'-(2-methyl-quinolin-6-yl)-N''-thiazol-2-yl-guanidine

2,7-dimethyl-1,8-diazaphenanthrene

Refernces

• 1、 Li, Qi,Xing, Shuaishuai,Chen, Ying,Liao, Qinghong,Xiong, Baichen,He, Siyu,Lu, Weixuan,Liu, Yang,Yang, Hongyu,Li, Qihang,Feng, Feng,Liu, Wenyuan,Chen, Yao,Sun, Haopeng. "Discovery and Biological Evaluation of a Novel Highly Potent Selective Butyrylcholinsterase Inhibitor". . p. 10030 - 10044. Retrieved 2020/10/18.
• 2、 -. "Butyrylcholine esterase selective inhibitor and preparation method and application thereof". Paragraph 0038. . Retrieved 2019/02/19.