1569-16-0

1569-16-0 - Names and Identifiers

Name	2-METHYL-[1,8]NAPHTHYRIDINE
Synonyms	AKOS BBS-00006025 -1,8-naphthyridine 2-METHYL-[1,8]NAPHTHYRIDINE 1,8-Naphthyridine, 2-methyl- 2-Methyl-1,8-diazanaphthalene 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-5,5-dimethylcyclohexane-1,3-dione
CAS	1569-16-0
InChI	InChI=1/C9H8N2/c1-7-4-5-8-3-2-6-10-9(8)11-7/h2-6H,1H3

1569-16-0 - Physico-chemical Properties

Molecular Formula	C9H8N2
Molar Mass	144.17
Density	1.141±0.06 g/cm3(Predicted)
Melting Point	96-97°C
Boling Point	252.8±20.0 °C(Predicted)
Flash Point	106.3°C
Vapor Presure	0.0301mmHg at 25°C
pKa	4.02±0.30(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	1.633

1569-16-0 - Risk and Safety

Risk Codes	R22 - Harmful if swallowed R41 - Risk of serious damage to eyes
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection.
WGK Germany	3
Hazard Class	IRRITANT

1569-16-0 - Reference Information

use

2-methyl-[1,8]-naphthyridine is also called 2-methyl -1,8-naphthyridine, which is a pharmaceutical intermediate.

preparation

2-methyl-[1,8]-naphthyridine has been reported in many literatures that it can be obtained by the reaction of 2-aminopyridine -3-formaldehyde and acetone as raw materials. A mixture of 2-aminopyridine-3-formaldehyde (5.125g,42.0mmol)/acetone (9.5mL,126.0mmol) and L-proline (5.31g,46.2mmol) in anhydrous ethanol (70mL) was heated under nitrogen atmosphere and refluxed overnight (15h). Vacuum evaporates the solvent to obtain a light yellow solid. The solid is dissolved in dichloromethane (50mL) to obtain a white precipitate, filtered, washed with dichloromethane, and the combined filtrate is evaporated in vacuum to obtain a yellow-orange residue. The solid was redissolved in dichloromethane (50mL), washed with water (1 × 50mL), the organic layer was separated, and the water layer was extracted with dichloromethane (1 × 25mL). The combined organic extract was washed with salt water (1 × 50mL), dried by anhydrous Na2SO4, filtered and evaporated in vacuum to obtain a dirty yellow solid (6.04g, yield 99%). The GC-MS analysis of the solid shows that the mass of the required product: m/z 144(M ); The calculated C9H8N2:144.17. 1H NMR(400MHz,CDCl3):δ2.83(s,3H),7.38(d,J = 8.00Hz,1H),7.45(dd,1H),8.09(d,J = 8.00Hz,1H),8.16(d,J = 8.00Hz,1H),9.08(s,1H). The 1H NMR spectra of the samples were consistent with the suggested structure of the products.

Last Update：2024-04-09 21:11:58