4-Amino-3-methylpyridine

Base Information

• Chemical Name: 4-Amino-3-methylpyridine
• CAS No.: 1990-90-5
• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.143
• Hs Code.: 29333999
• European Community (EC) Number: 217-872-5
• NSC Number: 52454
• DSSTox Substance ID: DTXSID90173676
• Nikkaji Number: J50.529C
• Wikidata: Q72487373
• Mol file: 1990-90-5.mol

Synonyms:3-methyl-4-aminopyridine

Chemical Property of 4-Amino-3-methylpyridine

Chemical Property:

• Vapor Pressure: 0.00918mmHg at 25°C
• Melting Point: 106-107 °C
• Refractive Index: 1.574
• Boiling Point: 265.4 °C at 760 mmHg
• PKA: pK1: 9.43(+1) (25°C)
• Flash Point: 138.4 °C
• PSA: 38.91000
• Density: 1.068 g/cm³
• LogP: 1.55340
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 108.068748264
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

99% ^*data from raw suppliers

4-Amino-3-methylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi,Xn
• Statements: 23/24/25-36/37/38-34-22-20/21/22
• Safety Statements: 22-36/37/39-45-36-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1)N
• Uses: 4-Amino-3-methylpyridine is a non depolarizing muscular relaxant with antagonist effect that functions on neuromuscular transmission and in central nervous systems in rats. A central cholinergic agent.

Technology Process of 4-Amino-3-methylpyridine

There total 11 articles about 4-Amino-3-methylpyridine 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: 95.0%

3-methyl-4-nitropyridine N-oxide (1074-98-2) → 4-amino-3-methylpyridine (1990-90-5,953018-16-1)

Guidance literature:

With hydrogen; nickel; In methanol; for 4h; under 3361.46 Torr;

DOI:10.1081/NCN-120016477

Reference yield: 86.0%

2,2-Dimethyl-N-(3-methyl-4-pyridinyl)propanamide (86847-73-6) → 4-amino-3-methylpyridine (1990-90-5,953018-16-1)

Guidance literature:

With hydrogenchloride; water; for 12h; Reflux;

DOI:10.1055/s-0029-1216830

Reference yield:

3-picoline-N-oxide (1003-73-2) → 4-amino-3-methylpyridine (1990-90-5,953018-16-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / conc. H₂SO₄; 90 percent HNO₃ / 2 h / below 80 deg C

2: 95 percent / H₂ / Raney Ni / methanol / 4 h / 3361.46 Torr

With sulfuric acid; hydrogen; nitric acid; nickel; In methanol;

DOI:10.1081/NCN-120016477

upstream raw materials:

4-nitro-3-methylpyridine

N-(3-methylpyridin-4-yl)acetamide

3-Methylpyridine

3-methyl-4-nitropyridine N-oxide

Downstream raw materials:

N-(3-methylpyridin-4-yl)acetamide

N-(3-methyl-[4]pyridyl)-formamide

3-methylpyridin-4-ol

4-nitro-3-methylpyridine

Refernces

• 1、 Held, Ingmar,Larionov, Evgeny,Bozler, Christian,Wagner, Felicia,Zipse, Hendrik. "The catalytic potential of 4-guanidinylpyridines in acylation reactions". experimental part. p. 2267 - 2277. Retrieved 2009/12/31.
• 2、 Irani, Rostem J.,SantaLucia Jr., John. "The synthesis of anti-fixed 3-methyl-3-deaza-2′-deoxyadenosine and other 3h-imidazo[4,5-c]pyridine analogs". . p. 737 - 751. Retrieved 2007/10/03.