4-Aminopyridine 1-oxide

Base Information

• Chemical Name: 4-Aminopyridine 1-oxide
• CAS No.: 3535-75-9
• Molecular Formula: C5H6 N2 O
• Molecular Weight: 110.115
• Hs Code.: 2933399090
• European Community (EC) Number: 222-569-6
• NSC Number: 351983
• UNII: YY9GNO5VMI
• DSSTox Substance ID: DTXSID10902506
• Nikkaji Number: J12.971B,J3.415.248I
• Mol file: 3535-75-9.mol

Synonyms:4-Aminopyridine 1-oxide;3535-75-9;4-Aminopyridine N-Oxide;1-hydroxypyridin-4-imine;4-Pyridinamine, 1-oxide;Pyridin-4-amine 1-oxide;Phillips 1863;4-Pyrimidinamine 1-oxide;NSC 351983;PYRIDINE, 4-AMINO-, 1-OXIDE;Pyridine, 4-amino-, N-oxide;EINECS 222-569-6;NSC-351983;BRN 0107584;4-aminopyridin-1-ium-1-olate;Pyridine, N-oxide;NSC351983;Phillips-1863;YY9GNO5VMI;WLN: T6NJ AO DZ;SCHEMBL7016950;DTXSID10902506;AKOS022181945;AKOS025148521;LS-130251;FT-0662052;EN300-384317;[(Pyridine 1-oxide)-4-ylamine]-N-radical anion;5-22-09-00111 (Beilstein Handbook Reference)

Chemical Property of 4-Aminopyridine 1-oxide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 229 °C
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 218°Cat760mmHg
• PKA: pK1: 3.54(+1) (25°C)
• Flash Point: 85.7°C
• PSA: 51.48000
• Density: 1.23g/cm³
• LogP: 1.27850
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 110.048012819
• Heavy Atom Count: 8
• Complexity: 144

Purity/Quality:

99%, ^*data from raw suppliers

4-Aminopyridine N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=CC1=N)O

Technology Process of 4-Aminopyridine 1-oxide

There total 12 articles about 4-Aminopyridine 1-oxide 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: 90.0%

4-nitraminopyridine N-oxide (1124-33-0) → 4-aminopyridine (504-24-5) + 4-aminopyridine-1-oxide (3535-75-9)

Guidance literature:

With cyclohexa-1,4-diene; 5%-palladium/activated carbon; In methanol; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.12.005

Reference yield: 0.15%

4-azidopyridine N-oxide (10296-38-5) → 4-aminopyridine-1-oxide (3535-75-9) + (E)-4-phenylazopyridine (2569-58-6,54772-94-0,54773-16-9) + Azobenzene (1227476-15-4)

Guidance literature:

With N-methylaniline; at 180 ℃; for 2.5h;

Reference yield: 0.15%

4-azidopyridine N-oxide (10296-38-5) + N-methylaniline (100-61-8) → 4-aminopyridine-1-oxide (3535-75-9) + (E)-4-phenylazopyridine (2569-58-6,54772-94-0,54773-16-9) + Azobenzene (1227476-15-4)

Guidance literature:

at 180 ℃; for 2.5h;

upstream raw materials:

4-nitraminopyridine N-oxide

4-azidopyridine N-oxide

N-methylaniline

hydrogen sulfide

Downstream raw materials:

4-aminopyridine

4-Acetamino-pyridin-1-oxid

N-(2-chloropyridin-4-yl)benzamide

4-(4-Methoxy-phenyl)-pyridine 1-oxide

Refernces

• 1、 Quinn, John F.,Bryant, Cole E.,Golden, Kathryn C.,Gregg, Brian T.. "Rapid reduction of heteroaromatic nitro groups using catalytic transfer hydrogenation with microwave heating". experimental part. p. 786 - 789. Retrieved 2010/03/24.
• 2、 Crabtree, Kyle N.,Hostetler, Katherine J.,Munsch, Tamara E.,Neuhaus, Patrik,Lahti, Paul M.,Sander, Wolfram,Poole, James S.. "Comparative study of the photochemistry of the azidopyridine 1-oxides". . p. 3441 - 3451. Retrieved 2008/09/20.