4-Acetamidopyridine

Base Information

• Chemical Name: 4-Acetamidopyridine
• CAS No.: 5221-42-1
• Molecular Formula: C7H8N2O
• Molecular Weight: 136.153
• Hs Code.: 2933399090
• European Community (EC) Number: 226-018-0
• DSSTox Substance ID: DTXSID30200258
• Nikkaji Number: J31.400E
• Wikidata: Q83073325
• ChEMBL ID: CHEMBL11959
• Mol file: 5221-42-1.mol

Synonyms:4-Acetamidopyridine;5221-42-1;N-(pyridin-4-yl)acetamide;Acetamide, N-4-pyridinyl-;N-Pyridin-4-ylacetamide;4-Acetylaminopyridine;Phillips 2038;N-4-Pyridinylacetamide;Pyridine, 4-acetamido-;BRN 0113907;ACETAMIDE, N-(4-PYRIDYL)-;EINECS 226-018-0;Acetamide, N-4-pyridinyl- (9CI);5-22-09-00131 (Beilstein Handbook Reference);N-(4-Pyridyl)acetamide;Phillips-2038;4-(Acetylamino)pyridine;Acetamide, N-4-pyridyl-;SCHEMBL48610;N~1~-(4-pyridyl)acetamide;N-(4-Pyridinyl)acetamide #;CHEMBL11959;DTXSID30200258;MFCD00720126;STK050992;AKOS000281984;AB06982;AS-57198;CS-0313502;FT-0600368;D88476;F1018-1441

Chemical Property of 4-Acetamidopyridine

Chemical Property:

• Vapor Pressure: 6.64E-05mmHg at 25°C
• Melting Point: 152 °C
• Refractive Index: 1.581
• Boiling Point: 344.31 °C at 760 mmHg
• Flash Point: 162.033 °C
• PSA: 41.99000
• Density: 1.176 g/cm³
• LogP: 1.11300
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

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

4-Acetamidopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=NC=C1

Technology Process of 4-Acetamidopyridine

There total 13 articles about 4-Acetamidopyridine 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: 97.0%

4-aminopyridine (504-24-5) + acetic anhydride (108-24-7) → 4-acetylaminopyridine (5221-42-1)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1002/jhet.5570360505

Reference yield: 85.0%

4-aminopyridine (504-24-5) + acetyl chloride (75-36-5) → 4-acetylaminopyridine (5221-42-1)

Guidance literature:

In chloroform; for 3h; Heating;

DOI:10.1021/ja029070r

Reference yield: 81.0%

4-aminopyridine (504-24-5) + 1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate (1363906-80-2) → 4-acetylaminopyridine (5221-42-1)

Guidance literature:

In acetonitrile; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo202647f

upstream raw materials:

4-aminopyridine

acetic anhydride

acetyl chloride

1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate

Downstream raw materials:

trans-4,4'-azobis(pyridine)

2-acetamido-12-(2',4'-dinitrophenyl)naphth<2,3-b>indolizine-6,11-dione

2-acetamido-12-(2'-cyano-4'-nitrophenyl)naphth<2,3-b>indolizine-6,11-dione

(3-Chloro-phenyl)-pyridin-4-yl-diazene

Refernces

• 1、 Azerbaev et al.. "-". . . Retrieved 1978.
• 2、 Ackermann, Lutz,Huang, Zhixing,Kuniyil, Rositha,Li, Yueheng,Ruan, Zhixiong,Xu, Zhongnan,Zhang, Chao. "Catalyst-free, direct electrochemical synthesis of annulated medium-sized lactams through C-C bond cleavage". supporting information. p. 1099 - 1104. Retrieved 2020/03/11.
• 3、 Song, Wangze,Dong, Kun,Li, Ming. "Visible Light-Induced Amide Bond Formation". supporting information. p. 371 - 375. Retrieved 2019/11/29.