1,6-NAPHTHYRIDIN-5(6H)-ONE
- Product Name
- 1,6-NAPHTHYRIDIN-5(6H)-ONE
- CAS No.
- 23616-31-1
- Chemical Name
- 1,6-NAPHTHYRIDIN-5(6H)-ONE
- Synonyms
- 1,6-Naphthyridin-5(6H);1,6-Naphthyridin-5-one;6H-1,6-naphthyridin-5-one;5-Hydroxy-1,6-naphthyridine;1,6-naphthyridine-5(6H)-one;5,6-dihydro-1,6-naphthyridin-5-one
- CBNumber
- CB51096397
- Molecular Formula
- C8H6N2O
- Formula Weight
- 146.15
- MOL File
- 23616-31-1.mol
1,6-NAPHTHYRIDIN-5(6H)-ONE Property
- Melting point:
- 239-241°C
- Boiling point:
- 425.6±45.0 °C(Predicted)
- Density
- 1.267±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 11.18±0.20(Predicted)
- Appearance
- Light green to green Solid
- InChI
- InChI=1S/C8H6N2O/c11-8-6-2-1-4-9-7(6)3-5-10-8/h1-5H,(H,10,11)
- InChIKey
- WTYLPQUOPMMOQW-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(=O)NC=C2)C=CC=1
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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
- N325110
- Product name
- 1,6-Naphthyridin-5-ol
- Packaging
- 500mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- W4725
- Product name
- 1,6-Naphthyridin-5(6H)-one
- Packaging
- 250mg
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 4H48-1-EN
- Product name
- 1,6-Naphthyridin-5(6H)-one
- Purity
- 97%
- Packaging
- 250mg
- Price
- $120
- Updated
- 2021/12/16
- Product number
- 066703
- Product name
- 1,6-Naphthyridin-5(6H)-one
- Packaging
- 1g
- Price
- $303
- Updated
- 2021/12/16
- Product number
- W4725
- Product name
- 1,6-Naphthyridin-5(6H)-one
- Packaging
- 100mg
- Price
- $155
- Updated
- 2021/12/16
1,6-NAPHTHYRIDIN-5(6H)-ONE Chemical Properties,Usage,Production
Description
1,6-Naphthyridin-5-one has both pyridinenaphthalene ring and active NH in its molecular structure, which can be used as a potential active functional group for synthesis of new drugs.
Uses
1,6-Naphthyridin-5-one can be used as a pharmaceutical intermediate for pharmaceutical experimental research and pharmaceutical synthesis.
Synthesis
58539-65-4
4637-24-5
23616-31-1
A mixture of 2-methylnicotinamide (13 g, 95.6 mmol, 1 eq.) and N,N-dimethylformamide dimethyl acetal (18.2 mL) was heated at 50 °C for 2 hours. During the second hour of the reaction, all volatiles were removed by distillation under reduced pressure. After cooling the residue to room temperature, it was diluted with 100 mL of anhydrous N,N-dimethylformamide, and then sodium hydride (5 g, 124.3 mmol, 1.3 equiv, 60% oil dispersion; note: vigorous release of hydrogen) was added in batches. The reaction mixture was heated at 80 °C for 2.5 h. Subsequently, the mixture was cooled in an ice bath, 25 mL of 2-propanol was added slowly and allowed to stand at 0-5 °C overnight. The resulting solid was collected and dissolved in 10 mL of hot water. The resulting solution was filtered, the filtrate was cooled in an ice bath, and the pH was adjusted dropwise to 7.0 by adding concentrated hydrochloric acid. after storage at 0-5 °C for 3 h, the precipitated solid was collected, washed with ice-cold water, and dried under vacuum to afford 1,6-naphthalenopyridin-5(6H)-one (3 g, 32% yield).1H NMR (DMSO-d6, 300 MHz): δ 8.90 (s, 1H), δ 8.49 (d, J = 7.6Hz, 1H), 7.51-7.43 (m, 2H), 6.61 (d, J = 7.6Hz, 1H).
References
[1] Journal of Heterocyclic Chemistry, 2006, vol. 43, # 5, p. 1311 - 1317
[2] Patent: US2014/94456, 2014, A1. Location in patent: Paragraph 0619; 0621
[3] Patent: WO2015/153683, 2015, A1. Location in patent: Paragraph 0367
1,6-NAPHTHYRIDIN-5(6H)-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,6-NAPHTHYRIDIN-5(6H)-ONE manufacturers
- Product
- 1,6-NAPHTHYRIDIN-5(6H)-ONE 23616-31-1
- Price
- US $5.50/KG
- Min. Order
- 1KG
- Purity
- 98%-99%
- Supply Ability
- 1kg-100kg
- Release date
- 2020-01-07