METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE
- Product Name
- METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE
- CAS No.
- 66171-50-4
- Chemical Name
- METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE
- Synonyms
- Nicorandil Impurity P;METHYL 6-HYDROXYNICOTINATE;Methyl6-hydroxynicotinate98%;Methyl6-Hydroxynicotinate>Methyl 6-hydroxynicotinate 98%;6-Hydroxynicotinate Methyl ester;Methylpyridin-2-one-5-carboxylate;5-METHOXYCARBONYL-2(1H)-PYRIDINONE;6-HYDROXY-NICOTINIC ACID METHYL ESTER;methyl 6-oxo-1H-pyridine-3-carboxylate
- CBNumber
- CB0733629
- Molecular Formula
- C7H7NO3
- Formula Weight
- 153.14
- MOL File
- 66171-50-4.mol
METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE Property
- Melting point:
- 166-170°C
- Boiling point:
- 342.4±42.0 °C(Predicted)
- Density
- 1.263±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 9.99±0.10(Predicted)
- form
- powder to crystal
- color
- White to Light yellow
- InChI
- InChI=1S/C7H7NO3/c1-11-7(10)5-2-3-6(9)8-4-5/h2-4H,1H3,(H,8,9)
- InChIKey
- JTVVPKLHKMKWNN-UHFFFAOYSA-N
- SMILES
- C1NC(=O)C=CC=1C(OC)=O
- CAS DataBase Reference
- 66171-50-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Hazard Note
- Irritant/Keep Cold
- HazardClass
- IRRITANT
- HS Code
- 2933399990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- M2727
- Product name
- Methyl 6-Hydroxynicotinate
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $33
- Updated
- 2025/07/31
- Product number
- M2727
- Product name
- Methyl 6-Hydroxynicotinate
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $129
- Updated
- 2025/07/31
- Product number
- M323478
- Product name
- Methyl 6-Hydroxynicotinate
- Packaging
- 250mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- CS-W005768
- Product name
- Methyl 6-Hydroxynicotinate
- Purity
- 99.90%
- Packaging
- 10g
- Price
- $74
- Updated
- 2021/12/16
- Product number
- W7719
- Product name
- 6-Hydroxynicotinicacidmethylester
- Packaging
- 1g
- Price
- $74
- Updated
- 2021/12/16
METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE Chemical Properties,Usage,Production
Synthesis Reference(s)
Journal of the American Chemical Society, 104, p. 1428, 1982 DOI: 10.1021/ja00369a049
Organic Syntheses, Coll. Vol. 4, p. 532, 1963
Synthesis
67-56-1
5006-66-6
66171-50-4
General procedure for the synthesis of methyl 6-hydroxynicotinate from methanol and 6-hydroxynicotinic acid: first, 6-hydroxynicotinic acid (100 g, 719 mmol) was suspended in methanol (1 L). Subsequently, 18 M sulfuric acid (50 mL) was added and the reaction mixture was heated to reflux for 16 hours. Upon completion of the reaction, the reaction mixture was cooled and sodium bicarbonate powder (45 g) was slowly added to partially neutralize the acidity. Next, most of the methanol was evaporated under reduced pressure. Water (1 L) was added to the residue and the pH was adjusted to 7 by careful addition of sodium bicarbonate solution. the suspension was extracted with dichloromethane (4 x 200 mL), the organic phases were combined and dried over anhydrous sodium sulfate. After removing the solvent under reduced pressure, the resulting solid was dried in a vacuum oven at 50 °C for 1.5 h to give 83 g (75% yield) of methyl 6-hydroxynicotinate as a white solid. Mass spectrum (electrospray ionization): 154.2 (MH+, C7H7NO3). 1H NMR (300 MHz, CDCl3): δ 3.88 (s, 3H), 6.59 (dd, 1H), 8.02 (dd, 1H), 8.21 (m, 1H), 13.19 (bs, 1H).
References
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 15, p. 6679 - 6703
[2] Patent: WO2012/52444, 2012, A1. Location in patent: Page/Page column 12
[3] Chemistry - A European Journal, 2009, vol. 15, # 24, p. 5950 - 5955
[4] Patent: WO2009/106885, 2009, A1. Location in patent: Page/Page column 296
[5] Organic and Biomolecular Chemistry, 2010, vol. 8, # 15, p. 3534 - 3542
METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE manufacturers
- Product
- METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE 66171-50-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-10-26
- Product
- METHYL 6-OXO-1,6-DIHYDRO-3-PYRIDINECARBOXYLATE 66171-50-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11
- Product
- Methyl 6-hydroxynicotinate 66171-50-4
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- ≥98%
- Supply Ability
- 100kg
- Release date
- 2019-12-20