2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE

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CAS:147992-80-1
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Products Intro: Product Name:2-Chloro-4-(dimethylamino)nicotinonitrile
CAS:147992-80-1
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2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE Basic information
Product Name:2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE
Synonyms:2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE;3-Pyridinecarbonitrile, 2-chloro-4-(dimethylamino)-;1-(Methoxymethyl)-5-(trifluoromethoxy)benzene
CAS:147992-80-1
MF:C8H8ClN3
MW:181.62
EINECS:
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Mol File:147992-80-1.mol
2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE Structure
2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE Chemical Properties
Melting point 84-86°
Boiling point 343.4±42.0 °C(Predicted)
density 1.26±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
pka1.71±0.10(Predicted)
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE Usage And Synthesis
Synthesis
Propanedinitrile, 2-[1,3-bis(dimethylamino)-2-propen-1-ylidene]-

98694-71-4

2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE

147992-80-1

A slurry was prepared from 2-(1,3-bisdimethylamino-allyl)malononitrile (120.0 g, 632 mmol) in methanol (1500 mL). HCl gas was slowly passed at 0 °C and the reaction mixture became homogeneous after about 1 hour. Stirring was maintained at 0 °C and continued for 9 h under continuous passage of HCl gas. Subsequently, N2 was bubbled through the reaction mixture for 2 hours to remove residual HCl and then evaporated to remove all solvent. The residual solid was redissolved in CH2Cl2 and washed sequentially with water, aqueous K2C2O3 and water. The organic layer was separated and dried with Na2SO4. After filtration to remove the desiccant, the solvent was evaporated under reduced pressure to give the pure product 2-chloro-4-(dimethylamino)nicotinonitrile (113.0 g, 98% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.96 ppm (d, J=6.4 Hz, 1H); 6.59 (d, J=6.4 Hz, 1H); 3.30 (s, 6H). Mass spectrum (ESI, M+1): 181.9.

References[1] Patent: WO2006/81072, 2006, A1. Location in patent: Page/Page column 30-31
2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE Preparation Products And Raw materials
Raw materialsPropanedinitrile, 2-[1,3-bis(dimethylamino)-2-propen-1-ylidene]--->Methanol-->Hydrochloric acid-->Dichloromethane-->Potassium carbonate
Preparation Products3-Pyridinecarbonitrile, 2-amino-4-(dimethylamino)-
Tag:2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE(147992-80-1) Related Product Information
2-CHLORO-4-(DIMETHYLAMINO)NICOTINONITRILE (2-CHLORO-PYRIDIN-4-YL)-DIMETHYL-AMINE 4-AMINO-NICOTINONITRILE 2-CHLORO-4-(METHYLAMINO)NICOTINONITRILE 3-Pyridinecarbonitrile,4-(dimethylamino)- 2,6-dichloro-4-(dimethylamino)nicotinaldehyde