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59549-51-8

59549-51-8 Structure

59549-51-8 Structure
IdentificationBack Directory
[Name]

5-BROMO-2-CHLORO-4-(METHYLTHIO)PYRIMIDINE
[CAS]

59549-51-8
[Synonyms]

5-Bromo-2-chloro-4-(methylthio)
5-BROMO-2-CHLORO-4-(METHYLTHIO)PYRIMIDINE
Pyrimidine, 5-bromo-2-chloro-4-(methylthio)-
5-Bromo-2-chloro-4-(methylsulfanyl)pyrimidine
5-Bromo-2-chloro-4-(methylsulphanyl)pyrimidine
5-BROMO-2-CHLORO-4-(METHYLTHIO)PYRIMIDINE ISO 9001:2015 REACH
5-Bromo-2-chloro-4-(methylsulphanyl)pyrimidine, 5-Bromo-2-chloro-4-(methylthio)-1,3-diazine
[Molecular Formula]

C5H4BrClN2S
[MDL Number]

MFCD07781218
[MOL File]

59549-51-8.mol
[Molecular Weight]

239.52
Chemical PropertiesBack Directory
[Melting point ]

56-58℃
[Boiling point ]

346.1±27.0 °C(Predicted)
[density ]

1.83
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

-1.87±0.29(Predicted)
[Appearance]

White to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-2-CHLORO-4-(METHYLTHIO)PYRIMIDINE(59549-51-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Bromo-2,4-dichloropyrimidine

36082-50-5

Sodium thiomethoxide

5188-07-8

5-BROMO-2-CHLORO-4-(METHYLTHIO)PYRIMIDINE

59549-51-8

General procedure for the preparation of 5-bromo-2-chloro-4-(methylthio)pyrimidine: 2 g of sodium methanethiol (28.5 mmol, 1 eq.) and 6.5 g of 5-bromo-2,4-dichloropyrimidine (28.5 mmol, 1 eq.) were reacted at room temperature with stirring for 24 hr in 50 mL of anhydrous acetonitrile. Upon completion of the reaction, the mixture was poured into water and extracted with dichloromethane, the organic phase was dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure to remove the solvent. The crude product was purified by recrystallization from hexane to give 4 g of the target compound (70% yield).1H-NMR (400 MHz, CDCl3) data: δ 8.31 (s, 1H), 2.59 (s, 3H).

[References]

[1] Patent: EP1878726, 2008, A1. Location in patent: Page/Page column 36
[2] Patent: US2008/176866, 2008, A1. Location in patent: Page/Page column 8
[3] Patent: WO2007/71455, 2007, A1. Location in patent: Page/Page column 252-253
[4] Patent: US2007/232632, 2007, A1. Location in patent: Page/Page column 109
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 22, p. 6206 - 6211
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