2-Hydroxy-4-methylpyridine
- Product Name
- 2-Hydroxy-4-methylpyridine
- CAS No.
- 13466-41-6
- Chemical Name
- 2-Hydroxy-4-methylpyridine
- Synonyms
- 4-METHYL-2-PYRIDONE;2-HYDROXY-4-PICOLINE;4-METHYL-2-PYRIDINOL;2-Hydroxy-4-Piocoline;4-METHYL-PYRIDIN-2-OL;4-Methylpyridine-2-ol;Hydroxy-4-Methylpyrid;4-METHYL-2(1H)-PYRIDONE;4-METHYL-2(1H)-PYRIDINONE;4-methyl-1H-pyridin-2-one
- CBNumber
- CB0131742
- Molecular Formula
- C6H7NO
- Formula Weight
- 109.13
- MOL File
- 13466-41-6.mol
2-Hydroxy-4-methylpyridine Property
- Melting point:
- 131-134 °C (lit.)
- Boiling point:
- 186-187 °C/12 mmHg (lit.)
- Density
- 1.1143 (rough estimate)
- refractive index
- 1.5444 (estimate)
- Flash point:
- 186-187°C/12mm
- storage temp.
- Inert atmosphere,Room Temperature
- form
- powder to crystal
- pka
- pK1:4.529(+1) (25°C)
- color
- White to Gray to Brown
- BRN
- 107082
- InChI
- InChI=1S/C6H7NO/c1-5-2-3-7-6(8)4-5/h2-4H,1H3,(H,7,8)
- InChIKey
- YBDRFJXGJQULGH-UHFFFAOYSA-N
- SMILES
- C1(=O)NC=CC(C)=C1
- CAS DataBase Reference
- 13466-41-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-40
- Safety Statements
- 26-37/39-36-22
- WGK Germany
- 3
- HS Code
- 29333995
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 365440
- Product name
- 2-Hydroxy-4-methylpyridine
- Purity
- 99%
- Packaging
- 5g
- Price
- $45
- Updated
- 2023/06/20
- Product number
- H1052
- Product name
- 2-Hydroxy-4-methylpyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $66
- Updated
- 2025/07/31
- Product number
- H949890
- Product name
- 2-Hydroxy-4-methylpyridine
- Packaging
- 250mg
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 134146
- Product name
- 4-Methyl-1,2-dihydropyridin-2-one
- Purity
- 95%+
- Packaging
- 100mg
- Price
- $53
- Updated
- 2021/12/16
- Product number
- 134146
- Product name
- 4-Methyl-1,2-dihydropyridin-2-one
- Purity
- 95%+
- Packaging
- 2.500g
- Price
- $215
- Updated
- 2021/12/16
2-Hydroxy-4-methylpyridine Chemical Properties,Usage,Production
Chemical Properties
off-white to light brown crystalline powder
Uses
2-Hydroxy-4-methylpyridine is an intermediate used to prepare oxobenzopyrancarboxylate derivatives as inhibitors of serine proteases and human leukocyte elastase. It is also used in the synthesis of (indanylamino)(pyridinyloxy)pyrazines and analogs as corticotropin releasing factor type-1 receptor antagonists.
Definition
ChEBI: 2-Hydroxy-4-methylpyridine is a member of methylpyridines.
Synthesis
695-34-1
13466-41-6
The general procedure for the synthesis of 2-hydroxy-4-methylpyridine from 2-amino-4-methylpyridine was as follows: the synthesis of intermediate V-a (4-methylpyridin-2-ol) was carried out with reference to the method reported by Adger et al. in J. Chem. Soc. Perkin Trans. 1, 1988, p2791-2796. Concentrated HCl was added to a 1 L flask containing water (240 mL) and subsequently cooled to 0°C. 2-Amino-4-methylpyridine (30 g, 277 mmol) was added all at once, followed by a dropwise addition of a solution of NaNO2 (20.6 g, 299 mmol) in water (40 mL) over a period of 1 h, ensuring that the internal temperature did not exceed 5 °C. The reaction was carried out at 0 °C by stirring the reaction mixture. The reaction mixture was stirred at 0 °C for 1 h and then heated to 95 °C, held for 15 min and subsequently cooled to room temperature. The pH was adjusted to 6-7 with 50% NaOH aqueous solution (note exothermic) and extracted with EtOAc (4 x 120 mL) while hot. The organic phases were combined, dried with MgSO4, filtered and the solvent evaporated to give a beige crystalline solid intermediate V-a (24.5 g, 81% yield).1H NMR (300 MHz, DMSO-d6) δ 11.31 (s, 1H), 7.23 (d, J = 6.7 Hz, 1H), 6.10 (s, 1H), 6.00 (dd, J = 6.7, 1.2 Hz, 1H). 1.2 Hz, 1H), 2.10 (s, 3H).
References
[1] Patent: WO2013/14170, 2013, A1. Location in patent: Page/Page column 77-78
[2] Chemische Berichte, 1924, vol. 57, p. 794
[3] Organic Syntheses, 2002, vol. 78, p. 51 - 51
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View Lastest Price from 2-Hydroxy-4-methylpyridine manufacturers
- Product
- 2-Hydroxy-4-methylpyridine 13466-41-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-12
- Product
- 2-Hydroxy-4-methylpyridine 13466-41-6
- Price
- US $5.00-0.10/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-09
- Product
- 2-Hydroxy-4-methylpyridine 13466-41-6
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-09-24