Quinolin-8-ylmethanamine

Base Information

• Chemical Name: Quinolin-8-ylmethanamine
• CAS No.: 15402-71-8
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.203
• Hs Code.: 2933499090
• European Community (EC) Number: 692-322-9
• DSSTox Substance ID: DTXSID70567918
• Wikidata: Q82453968
• Mol file: 15402-71-8.mol

Synonyms:quinolin-8-ylmethanamine;15402-71-8;C-Quinolin-8-yl-methylamine;(Quinolin-8-ylmethyl)amine;(quinolin-8-yl)methanamine;8-(aminomethyl)quinoline;8-Quinolinemethanamine;1-(quinolin-8-yl)methanamine;SCHEMBL895544;DTXSID70567918;OPCQDOJDTZBLEJ-UHFFFAOYSA-N;MFCD08572158;AKOS000265201;SB33862;BS-13652;CS-0139350;EN300-59246;C77643

Chemical Property of Quinolin-8-ylmethanamine

Chemical Property:

• Boiling Point: 314.7±17.0 °C(Predicted)
• PKA: 8.40±0.30(Predicted)
• Density: 1.156±0.06 g/cm3(Predicted)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

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

(Quinolin-8-yl)methylamine 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)CN)N=CC=C2
• Uses: (quinolin-8-yl)methanamine is used in the preparation of quinazolinone derivatives as anti-tumor agents.

Technology Process of Quinolin-8-ylmethanamine

There total 9 articles about Quinolin-8-ylmethanamine 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: 83.0%

N-(quinolin-8-ylmethyl)-4-(trifluoromethyl)benzenesulfonamide (1609646-64-1) → 8-(aminomethyl)quinoline (15402-71-8)

Guidance literature:

With sodium ethanolate; In dimethyl sulfoxide; at 100 ℃; for 20h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo5008515

Reference yield: 75.0%

N-(phenylsulfonyl)-N-(quinolin-8-ylmethyl)benzenesulfonamide (1373436-69-1) → 8-(aminomethyl)quinoline (15402-71-8)

Guidance literature:

With hydrogenchloride; water; for 26h; Reflux;

DOI:10.1002/anie.201108351

Reference yield:

8-formylquinoline (38707-70-9) → 8-(aminomethyl)quinoline (15402-71-8)

Guidance literature:

With triethylsilane; tert-butyl carbazate; trifluoroacetic acid; In acetonitrile; at 20 ℃;

upstream raw materials:

N-[8]quinolylmethyl-phthalimide

quinoline

8-methylquinoline

N-(phenylsulfonyl)-N-(quinolin-8-ylmethyl)benzenesulfonamide

Downstream raw materials:

8-{[3-(2,3-dichlorophenyl)-4H-1,2,4-triazol-4-yl]methyl}quinoline

8-hydroxymethylquinoline

Refernces

• 1、 Wang, Nuancheng,Li, Renhe,Li, Liubo,Xu, Shansheng,Song, Haibin,Wang, Baiquan. "Rhodium(III)-catalyzed intermolecular amidation with azides via C(sp 3)-H functionalization". . p. 5379 - 5385. Retrieved 2014/06/23.
• 2、 -. "Quinazoline derivatives possessing anti-tumor activity". . . Retrieved 2008/06/13.