2,4-dichloro-6-Methylnicotinonitrile

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2,4-dichloro-6-Methylnicotinonitrile manufacturers

2,4-dichloro-6-Methylnicotinonitrile Basic information
Product Name:2,4-dichloro-6-Methylnicotinonitrile
Synonyms:2,4-dichloro-6-Methylnicotinonitrile;2,4-dichloro-6-methylpyridine-3-carbonitrile;3-Pyridinecarbonitrile, 2,4-dichloro-6-methyl-;2,4-dichloro-6-methyl-3-pyridinecarbonitrile
CAS:38367-36-1
MF:C7H4Cl2N2
MW:187.03
EINECS:233-305-4
Product Categories:
Mol File:38367-36-1.mol
2,4-dichloro-6-Methylnicotinonitrile Structure
2,4-dichloro-6-Methylnicotinonitrile Chemical Properties
Melting point 101-102 °C
Boiling point 315.7±37.0 °C(Predicted)
density 1.42±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-0.92±0.10(Predicted)
AppearanceYellow to brown Solid
Safety Information
MSDS Information
2,4-dichloro-6-Methylnicotinonitrile Usage And Synthesis
Synthesis
4-Hydroxy-6-Methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile

67643-17-8

2,4-dichloro-6-Methylnicotinonitrile

38367-36-1

Step 3: Synthesis of 2,4-dichloro-6-methylnicotinonitrile from 2,4-dihydroxy-6-methylnicotinonitrile: 2,4-dihydroxy-6-methylnicotinonitrile (40 g, 266.4 mmol) was dissolved in phosphorus trichloride (POCl3, 120 ml) and N,N-dimethylformamide (DMF, 4 drops) was added as catalyst. The reaction mixture was heated to reflux and maintained for 3 hours. Upon completion of the reaction, the excess POCl3 was removed by distillation under reduced pressure. the residue was dissolved in ethyl acetate (EtOAc, 2 L) and neutralized by slow addition of saturated aqueous sodium bicarbonate (NaHCO3). The neutralized mixture was filtered through diatomaceous earth to remove insoluble impurities, the organic layer was separated and dried with anhydrous sodium sulfate (Na2SO4). Finally, 2,4-dichloro-6-methylnicotinonitrile was obtained by concentration under reduced pressure as an off-white solid (45 g, 90% yield).

References[1] Patent: WO2014/151142, 2014, A1. Location in patent: Paragraph 00148
[2] Patent: WO2015/23915, 2015, A1. Location in patent: Paragraph 00154; 00157
[3] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 17, p. 3644 - 3649
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 21, p. 9928 - 9941
[5] Patent: WO2016/102493, 2016, A1. Location in patent: Page/Page column 122; 123; 124
2,4-dichloro-6-Methylnicotinonitrile Preparation Products And Raw materials
Raw materials4-Hydroxy-6-Methyl-2-oxo-1,2-dihydro-pyridine-3-carbonitrile-->trichlorophosphate-->N,N-Dimethylformamide
Tag:2,4-dichloro-6-Methylnicotinonitrile(38367-36-1) Related Product Information
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