| Identification | More | [Name]
2-Chloro-6-methyl-3-pyridinecarbonitrile | [CAS]
28900-10-9 | [Synonyms]
2-CHLORO-3-CYANO-6-METHYLPYRIDINE
2-CHLORO-6-METHYL-3-PYRIDINECARBONITRILE
2-CHLORO-6-METHYLNICOTINONITRILE
AKOS BBS-00008244
BUTTPARK 153\57-09
IFLAB-BB F3250-0678
TIMTEC-BB SBB006618
2-CHLORO-3-CYANO-6-METHYLPYRIDINE 99%
2-Chloro-3-Cyano-6-Picoline
2-CHLORO-6-METHYLPYRIDINE-3-CARBONITRILE
2-chloro-3-cyano-6-methypyridine
2-chloro-6-methylnicotinonitrile 99% | [EINECS(EC#)]
628-229-7 | [Molecular Formula]
C7H5ClN2 | [MDL Number]
MFCD00082767 | [Molecular Weight]
152.58 | [MOL File]
28900-10-9.mol |
| Chemical Properties | Back Directory | [Appearance]
light yellow to brown cryst. flakes or needles | [Melting point ]
114-116 °C (lit.) | [Boiling point ]
140-145 °C (lit.) | [density ]
1.2763 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol | [form ]
Solid | [pka]
-1.21±0.10(Predicted) | [color ]
Pale Yellow | [BRN ]
120414 | [InChI]
InChI=1S/C7H5ClN2/c1-5-2-3-6(4-9)7(8)10-5/h2-3H,1H3 | [InChIKey]
YSBNBAYNISAUIT-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(C)=CC=C1C#N | [CAS DataBase Reference]
28900-10-9(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Chloro-3-cyano-6-methylpyridine(28900-10-9) |
| Questions And Answer | Back Directory | [Uses]
2-Chloro-6-methyl-3-pyridinecarbonitrile, is a building block used for the synthesis of various biologically active compounds. It can be used for the preparation of 2-(Alkoxycarbonyl)-3-Anilinobenzo[b]thiophenes and Thieno[2,3-b]pyridines as new potent anticancer agents. |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS05 | [Signal word ]
Warning | [Hazard statements ]
H302-H312-H315-H319-H332-H335-H318 | [Precautionary statements ]
P280a-P304+P340-P405-P501a-P261-P280-P305+P351+P338 | [Hazard Codes ]
Xn,T | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S22:Do not breathe dust . | [RIDADR ]
3276 | [WGK Germany ]
3
| [Hazard Note ]
Toxic | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
light yellow to brown cryst. flakes or needles | [Synthesis]
Step 1: 6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (45.0 g, 335 mmol) was added to phosphorochloridic acid (652 g, 4250 mmol) and the reaction was stirred at 130°C for 2 hours. After the reaction was completed, the reaction solution was concentrated and the resulting residue was dissolved in dichloromethane and the pH was adjusted to 8 by slowly adding 4 M aqueous sodium hydroxide.The organic layer was separated, washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give 2-chloro-6-methylnicotinonitrile (51.0 g, 99% yield).1H NMR (400 MHz, CDCl3) δ 2.65 (s, 3H), 7.24 (d, J = 8.0 Hz, 1H), 7.89 (d, J = 8.0 Hz, 1H). | [References]
[1] Patent: US2017/145005, 2017, A1. Location in patent: Paragraph 0149; 0150; 0151; 0152
[2] Heterocycles, 1995, vol. 41, # 6, p. 1307 - 1318
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 2206 - 2210
[4] Polish Journal of Chemistry, 1982, vol. 56, # 2, p. 419 - 423
[5] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2014, vol. 69, # 5, p. 509 - 518 |
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