Identification | Back Directory | [Name]
1-amino-2-naphthonitrile | [CAS]
3100-67-2 | [Synonyms]
CPD0714 1-amino-2-naphthonitrile 1-Amino-2-Cyanonaphthalene 1-amino-2-naphthalenecarbonitrile 2-Naphthalenecarbonitrile, 1-amino- | [Molecular Formula]
C11H8N2 | [MOL File]
3100-67-2.mol | [Molecular Weight]
168.19 |
Chemical Properties | Back Directory | [Melting point ]
191-192 °C(Solv: water (7732-18-5); benzene (71-43-2)) | [Boiling point ]
151-152 °C(Press: 0.3 Torr) | [density ]
1.22±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
-0.32±0.10(Predicted) | [Appearance]
Light yellow to yellow Solid |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 1-amino-2-cyano naphthalene from 1-nitronaphthalene and ethyl cyanoacetate: In a dry 2L reactor, 139.8 g (1.236 mol) of ethyl cyanoacetate, 29.5 g (0.453 mol) of potassium cyanide, 46.2 g (0.824 mol) of potassium hydroxide, and 920 mL of dimethylformamide were added, and dissolved with stirring at 10 °C. Stirring was continued for 20 minutes under nitrogen protection. Subsequently, the reaction mixture was heated to 60°C and the reaction was stirred for 4 hours. Upon completion of the reaction, the reaction solvent was concentrated and 600 mL of 10% aqueous sodium hydroxide solution was added and stirred under reflux conditions for 1 hour. The reaction mixture was filtered and purified by column chromatography using dichloromethane and heptane as eluents to give 50 g (yield: 60%) of the target product labeled as [Intermediate 1-a]. | [References]
[1] Patent: KR2015/111106, 2015, A. Location in patent: Paragraph 0259-0262 [2] Patent: KR2016/2328, 2016, A. Location in patent: Paragraph 0476 [3] Patent: KR2015/144120, 2015, A. Location in patent: Paragraph 0310-0313 [4] Patent: KR2018/10087, 2018, A. Location in patent: Paragraph 0578-0582 [5] Pest Management Science, 2001, vol. 57, # 7, p. 625 - 632 |
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