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87486-33-7

87486-33-7 Structure

87486-33-7 Structure
IdentificationBack Directory
[Name]

1-Methyl-3,5-dichloro-2(1H)-pyrazinone
[CAS]

87486-33-7
[Synonyms]

3,5-dichloro-1-methylpyrazin-2-one
3,5-Dichloro-1-methyl-1H-pyrazin-2-one
3,5-Dichloro-1-methyl-2(1H)-pyrazinone
1-Methyl-3,5-dichloro-2(1H)-pyrazinone
3,5-dichloro-1-methylpyrazin-2(1H)-one
2(1H)-Pyrazinone, 3,5-dichloro-1-methyl-
3,5-dichloro-1-methylpyrazin-2(1H)-one.HCl
[Molecular Formula]

C5H4Cl2N2O
[MDL Number]

MFCD12022618
[MOL File]

87486-33-7.mol
[Molecular Weight]

179
Chemical PropertiesBack Directory
[Melting point ]

71 °C
[Boiling point ]

225.7±50.0 °C(Predicted)
[density ]

1.55±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

-6.63±0.60(Predicted)
[Appearance]

Light yellow to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-Methyl-3,5-dichloro-2(1H)-pyrazinone(87486-33-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

Oxalyl chloride

79-37-8

Methylaminoacetonitrile hydrochloride

25808-30-4

1-Methyl-3,5-dichloro-2(1H)-pyrazinone

87486-33-7

1) Oxalyl chloride (12 ml, 137 mmol) was added slowly and dropwise to a solution of chlorobenzene (50 ml) in 2-methylaminoacetonitrile hydrochloride (6.4 g, 39.9 mmol) at room temperature. Subsequently, the reaction mixture was slowly heated to 90 °C and the reaction was stirred at this temperature overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 10:1) to afford 3,5-dichloro-1-methylpyrazin-2(1H)-one as a yellow oil (5 g, 70% yield). lC-MS (ESI+): m/z 178 ([M+H]+), retention time (Rt): 1.54 min.

[References]

[1] Patent: WO2014/140184, 2014, A1. Location in patent: Page/Page column 75
[2] Patent: US2013/40928, 2013, A1. Location in patent: Paragraph 0245; 0246; 0247
[3] Journal of Heterocyclic Chemistry, 1983, vol. 20, # 4, p. 919 - 923
[4] Patent: US2010/298334, 2010, A1. Location in patent: Page/Page column 56
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