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95104-21-5

95104-21-5 Structure

95104-21-5 Structure
IdentificationBack Directory
[Name]

2-CHLORO-3-CYANOQUINOLINE
[CAS]

95104-21-5
[Synonyms]

AKOS BB-7566
2-CHLORO-3-CYANOQUINOLINE
2-CHLOROQUINOLINE-3-CARBONITRILE
3-Quinolinecarbonitrile,2-chloro-
2-CHLORO-3-CYANOQUINOLINE ISO 9001:2015 REACH
[Molecular Formula]

C10H5ClN2
[MDL Number]

MFCD08437566
[MOL File]

95104-21-5.mol
[Molecular Weight]

188.61
Chemical PropertiesBack Directory
[Melting point ]

164-168 °C
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[form ]

solid
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C10H5ClN2/c11-10-8(6-12)5-7-3-1-2-4-9(7)13-10/h1-5H
[InChIKey]

UGTRDMPALMEDBU-UHFFFAOYSA-N
[SMILES]

C1C=C2C(N=C(Cl)C(C#N)=C2)=CC=1
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
[Signal word ]

Danger
[Hazard statements ]

H301-H318
[Precautionary statements ]

P280-P301+P310+P330-P305+P351+P338+P310
[Hazard Codes ]

Xn
[Risk Statements ]

22-41
[Safety Statements ]

26
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[HS Code ]

2933499090
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Eye Dam. 1
Spectrum DetailBack Directory
[Spectrum Detail]

2-CHLORO-3-CYANOQUINOLINE(95104-21-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-CHLOROQUINOLINE-3-CARBALDEHYDE

73568-25-9

2-CHLORO-3-CYANOQUINOLINE

95104-21-5

General procedure for the synthesis of 2-chloro-3-cyanoquinoline from 2-chloro-3-quinolinecarboxaldehyde: 2-chloroquinoline-3-carboxaldehyde (0.01 mol) was suspended in 30% ammonia (30 mL) and stirred at room temperature for 5 min to form a turbid solution. Stirring was continued at 0 °C and ceric ammonium nitrate (0.01 mol) was slowly added. The reaction process was monitored by thin layer chromatography (TLC) and the reaction time was about 10-15 minutes. After completion of the reaction, the reaction mixture was extracted with a solvent mixture of chloroform-ethyl acetate (5:3 v/v). The organic phase was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was recrystallized by ethanol to give pure 2-chloro-3-cyanoquinoline as light yellow crystals in 82% yield.

[References]

[1] Synlett, 2009, # 20, p. 3378 - 3382
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 9, p. 1868 - 1875
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 1, p. 292 - 296
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 1, p. 152 - 154
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 3, p. 602 - 611
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