2,6-naphthyridin-1(2H)-one
- Product Name
- 2,6-naphthyridin-1(2H)-one
- CAS No.
- 80935-77-9
- Chemical Name
- 2,6-naphthyridin-1(2H)-one
- Synonyms
- 2H-2,6phthyridin-1-one;2,6-Naphthyridin-1(2H);6-naphthyridin-1(2H)-one;2H-[2,6]Naphthyridin-1-one;2,6-naphthyridin-1(2H)-one;1,2-dihydro-2,6-naphthyridin-1-one;2H-2,6-naphthyridin-1-one - [N4209];2,6-naphthyridin-1(2H)-one HBr Salt
- CBNumber
- CB71562304
- Molecular Formula
- C8H6N2O
- Formula Weight
- 146.15
- MOL File
- 80935-77-9.mol
2,6-naphthyridin-1(2H)-one Property
- Melting point:
- 248-251 °C
- Boiling point:
- 425.6±45.0 °C(Predicted)
- Density
- 1.267±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 10.88±0.20(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C8H6N2O/c11-8-7-2-3-9-5-6(7)1-4-10-8/h1-5H,(H,10,11)
- InChIKey
- XVHNGLQDZFUCKO-UHFFFAOYSA-N
- SMILES
- C1(=O)C2=C(C=NC=C2)C=CN1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- N373548
- Product name
- 2,6-Naphthyridin-1(2H)-one
- Packaging
- 500mg
- Price
- $285
- Updated
- 2021/12/16
- Product number
- 130479
- Product name
- 2H-[2,6]Naphthyridin-1-one
- Purity
- 95%+
- Packaging
- 1g
- Price
- $550
- Updated
- 2021/12/16
- Product number
- CHM0093901
- Product name
- 2,6-NAPHTHYRIDIN-1(2H)-ONE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1039.5
- Updated
- 2021/12/16
- Product number
- 130479
- Product name
- 2H-[2,6]Naphthyridin-1-one
- Purity
- 95%+
- Packaging
- 5g
- Price
- $1590
- Updated
- 2021/12/16
- Product number
- CHM0093901
- Product name
- 2,6-NAPHTHYRIDIN-1(2H)-ONE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $2517.9
- Updated
- 2021/12/16
2,6-naphthyridin-1(2H)-one Chemical Properties,Usage,Production
Synthesis
601514-61-8
80935-77-9
General procedure for the preparation of 2,6-naphthyridin-1(2H)-one: to a suspension of (E)-3-(2-(dimethylamino)vinyl)isonicotinonitrile (5 g, 28.9 mmol) in ethanol (50 mL) was added dropwise over a period of 20 minutes 49 mL of HBr (48% aqueous solution). The reaction mixture was heated to reflux and kept for 19 h, followed by cooling to room temperature. During cooling, formation of fine yellow crystals was observed. The mixture was cooled in a refrigerator for 1.5 h. The crystals were subsequently collected by filtration and washed with ether. Saturated aqueous NaHCO3 solution was carefully added to the yellow solid until gas release ceased. The off-white solid formed was collected by filtration and washed with water to give 1.83 g of the target product. The mother liquor from the two filtrations was combined and concentrated under reduced pressure. The residue was neutralized with saturated aqueous NaHCO3 solution and the solvent was removed under reduced pressure. The residue was diluted with 300 mL of dichloromethane and 300 mL of methanol and the mixture was heated to reflux with a heat gun. After filtration to remove insoluble material, the organic solution was concentrated under reduced pressure. The residue was purified by BIOTAGE?fast chromatography using a gradient elution with a dichloromethane solution of 0-6.5% methanol. The target product (0.96 g) was isolated as an off-white solid. The two batches of product were combined to give 2,6-naphthyridin-1(2H)-one (2.79 g, 19.1 mmol, 66% yield).LC/MS analysis: m/z 147.04 (M + H)+, retention time 1.407 min (Method 1).1H NMR (500 MHz, DMSO-d6) δ ppm 11.63 (br.s, 1H). 9.07 (s, 1H), 8.62 (d, J = 5.49 Hz, 1H), 7.98 (d, J = 5.49 Hz, 1H), 7.33 (d, J = 7.02 Hz, 1H), 6.67 (d, J = 7.02 Hz, 1H).
References
[1] Patent: WO2009/158396, 2009, A1. Location in patent: Page/Page column 83-84
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 12, p. 3559 - 3572
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View Lastest Price from 2,6-naphthyridin-1(2H)-one manufacturers
- Product
- 2,6-naphthyridin-1(2H)-one 80935-77-9
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-10