N-(quinolin-8-yl)acetamide

Base Information

• Chemical Name: N-(quinolin-8-yl)acetamide
• CAS No.: 33757-42-5
• Molecular Formula: C11H10N2O
• Molecular Weight: 186.213
• NSC Number: 130773,17020
• UNII: TTW53KQ3TW
• DSSTox Substance ID: DTXSID20876289
• Nikkaji Number: J501.112D
• Wikidata: Q82857899
• ChEMBL ID: CHEMBL1866173
• Mol file: 33757-42-5.mol

Synonyms:N-(quinolin-8-yl)acetamide;33757-42-5;8-Acetamidoquinoline;8-Acetylaminoquinoline;8-(Acetylamino)quinoline;Quinoline, 8-acetamido-;Acetamide, N-8-quinolinyl-;N-8-Quinolinylacetamide;N-(8-quinolyl)acetamide;ACETAMIDE, N-8-QUINOLYL-;CCRIS 1686;TTW53KQ3TW;NSC 130773;BRN 0135601;CHEMBL1866173;4-22-00-04712 (Beilstein Handbook Reference);NSC-130773;N-quinolin-8-ylacetamide;NSC17020;Acetylaminoquinoline, 8-;UNII-TTW53KQ3TW;Oprea1_284229;Oprea1_790091;N-(8-Quinolinyl)acetamide #;N-(quinolin-8-yl)-acetamide;SCHEMBL5053488;DTXSID20876289;Acetamide, N-8-quinolinyl- (9CI);BDBM50517459;NSC-17020;NSC130773;STK370914;AKOS000634927;SB67782;NCGC00161731-01;CS-0277121;CU-00000000097-1;CU-00000000097-2;Z28487267

Chemical Property of N-(quinolin-8-yl)acetamide

Chemical Property:

• Vapor Pressure: 1.25E-07mmHg at 25°C
• Boiling Point: 430.9°Cat760mmHg
• Flash Point: 214.4°C
• Density: 1.242g/cm³
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=CC2=C1N=CC=C2

Technology Process of N-(quinolin-8-yl)acetamide

There total 16 articles about N-(quinolin-8-yl)acetamide 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: 100.0%

8-amino quinoline (578-66-5) + silver(I) acetate (563-63-3) → N-(quinolin-8-yl)acetamide (33757-42-5)

Guidance literature:

With nickel(II) triflate; In chlorobenzene; at 140 ℃; for 24h;

DOI:10.1021/acs.orglett.9b00351

Reference yield: 95.0%

8-amino quinoline (578-66-5) + acetic anhydride (108-24-7) → N-(quinolin-8-yl)acetamide (33757-42-5)

Guidance literature:

With pyridine; at 20 ℃; for 4h;

DOI:10.1016/j.bmc.2004.03.045

Reference yield: 91.0%

8-amino quinoline (578-66-5) + tiolacetic acid (507-09-5) → N-(quinolin-8-yl)acetamide (33757-42-5)

Guidance literature:

With oxygen; 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2020.152272

upstream raw materials:

8-amino quinoline

acetic anhydride

8-nitroquinoline

quinoline

Downstream raw materials:

2,4,6-Trimethyl-benzenesulfonate8-acetylamino-1-amino-quinolinium;

N-(1,2,3,4-tetrahydroquinolin-8-yl)acetamide

N-(5,6,7,8-tetrahydroquinolin-8-yl)acetamide

1-Methyl-8-amino-1,2,3,4-tetrahydroquinoline