4-Hydroxy-2-methylpyridine

Base Information

• Chemical Name: 4-Hydroxy-2-methylpyridine
• CAS No.: 18615-86-6
• Molecular Formula: C6H7NO
• Molecular Weight: 109.128
• Hs Code.: 29339900
• European Community (EC) Number: 695-114-6
• DSSTox Substance ID: DTXSID30171858
• Nikkaji Number: J1.550.535D,J278.681H
• Wikidata: Q5679054
• Metabolomics Workbench ID: 107435
• Mol file: 18615-86-6.mol

Synonyms:4-Hydroxy-2-methylpyridine;18615-86-6;2-Methylpyridin-4-ol;2-Methyl-4-hydroxypyridine;2-methyl-1H-pyridin-4-one;2-methylpyridin-4(1h)-one;99968-73-7;4-Pyridinol, 2-methyl-;MFCD04114156;4(1H)-Pyridinone, 2-methyl-;2-methyl-4-hydroxy-pyridine;SCHEMBL82839;4(1h)-pyridinone,2-methyl-;DTXSID30171858;KZDSIZCJICMHJW-UHFFFAOYSA-N;2-methyl-1,4-dihydropyridin-4-one;CL0327;AKOS005146172;AKOS006350063;AC-1911;CS-W018581;GS-5791;PB24839;AM803417;SY006007;A4118;BB 0261274;FT-0600159;EN300-108421;W-206344

Chemical Property of 4-Hydroxy-2-methylpyridine

Chemical Property:

• Vapor Pressure: 0.312mmHg at 25°C
• Melting Point: 174-176 °C(Solv: acetone (67-64-1))
• Refractive Index: 1.499
• Boiling Point: 201.2 °C at 760 mmHg
• PKA: 5.36±0.18(Predicted)
• Flash Point: 98.2 °C
• PSA: 33.12000
• Density: 1.053 g/cm³
• LogP: 1.09560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 109.052763847
• Heavy Atom Count: 8
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-4-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C=CN1
• Uses: 2-Methyl-4-hydroxypyridine is used in the synthesis of novel indolizine compounds as inhibitors of phosphodiesterase IV. Also used in the preparation of 2-substituted imidazole ring compoiunds for treatment againast human African trypanosomiasis.

Technology Process of 4-Hydroxy-2-methylpyridine

There total 7 articles about 4-Hydroxy-2-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: 63.2%

3-methyl-4-pyridinamine (18437-58-6) → 2-Methyl-4-hydroxypyridine (18615-86-6)

Guidance literature:

With nitric acid; sodium nitrite; In water; at -17 - 0 ℃;

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 2-Methyl-4-hydroxypyridine (18615-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 10.3 g / iron filings / acetic acid / 3 h / 66.9 °C

2: 7.2 g / H₂SO₄, NaNO₂ / H₂O / 91.9 °C

With sulfuric acid; iron; sodium nitrite; In water; acetic acid;

DOI:10.1016/0021-9614(82)90122-7

Reference yield:

2-methyl-isonicotinic acid amide (19354-04-2) → 2-Methyl-4-hydroxypyridine (18615-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous KOH; bromine

2: water; sodium nitrite; sulfuric acid / und Erwaermen der Reaktoinsloesung

With potassium hydroxide; sulfuric acid; water; bromine; sodium nitrite;

upstream raw materials:

3-methyl-4-pyridinamine

4-chIoro-2-methylpyridine

acetic acid

2,6-dimethyl-4-ethoxypyridine

Downstream raw materials:

2-amino-4-hydroxy-6-methylpyridine

4-hydroxypyridine-2-carboxylic acid

4-hydroxy-3,5-diiodo-pyridine-2-carboxylic acid

2-methyl-3-nitro-4-pyridinol