ChemicalBook--->CAS DataBase List--->3100-67-2

3100-67-2

3100-67-2 Structure

3100-67-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-amino-2-naphthonitrile(3100-67-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

1-Nitronaphthalene

86-57-7

Ethyl cyanoacetate

105-56-6

1-amino-2-naphthonitrile

3100-67-2

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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