Identification | More | [Name]
2,6-Dichloro-4-(trifluoromethyl)nicotinonitrile | [CAS]
13600-42-5 | [Synonyms]
2,6-DICHLORO-4-(TRIFLUOROMETHYL)NICOTINONITRILE 3-CYANO-2,6-DICHLORO-4-(TRIFLUOROMETHYL)PYRIDINE BUTTPARK 43\57-39 IFLAB-BB F2108-0099 2,6-Dichloro-4-(Trifluoromethy 3-Cyano-2,6-dichloro-4-(trifluoromethyl)pyridine 98% 3-Cyano-2,6-dichloro-4-(trifluoromethyl)pyridine98% | [EINECS(EC#)]
670-849-5 | [Molecular Formula]
C7HCl2F3N2 | [MDL Number]
MFCD00084977 | [Molecular Weight]
241 | [MOL File]
13600-42-5.mol |
Safety Data | Back Directory | [Hazard Codes ]
T,Xi,Xn | [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 ]
S22:Do not breathe dust . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3439 | [Hazard Note ]
Toxic | [HazardClass ]
TOXIC | [HS Code ]
2933399990 |
Hazard Information | Back Directory | [Chemical Properties]
yellow powder | [Uses]
3-Cyano-2,6-dichloro-4-trifluoromethylpyridine is used as a reagent in the synthesis of cyano(trifluoromethyl)aminopyridine derivatives which are used as androgen receptor antagonists for stimulating hair growth and reducing sebum production. 3-Cyano-2,6-dichloro-4-trifluoromethylpyridine is also used in the preparation of novel analogs of marine indole alkaloids which are used as potential anticancer agents. | [Synthesis]
GENERAL STEPS: In a 500 mL round bottom flask, 84.5 g (414 mmol) of 2,6-dihydroxy-3-cyano-4-(trifluoromethyl)pyridine, 400 g of phosphoryl chloride and 35 g of catalyst were added. The mixture was heated and refluxed for 20 h, during which the progress of the reaction was monitored by TLC. Upon completion of the reaction, the reflux unit was changed to a distillation unit to evaporate the excess phosphorus trichloride. The reaction mixture was slowly poured into an ice-water mixture and a white solid was precipitated. The solid was collected by filtration and dried to give 79.6 g of the target product 2,6-dichloro-3-cyano-4-(trifluoromethyl)pyridine in 79.78% yield. | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 475 - 477 [2] Patent: CN107382848, 2017, A. Location in patent: Paragraph 0043; 0046-0047 |
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