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51501-53-2

51501-53-2 Structure

51501-53-2 Structure
IdentificationBack Directory
[Name]

4,5,6-trichloropyrimidin-2-amine
[CAS]

51501-53-2
[Synonyms]

trichloropyriMidin-2-aMine
5,6-trichloropyriMidin-2-aMine
4,5,6-trichloropyrimidin-2-amine
2-Pyrimidinamine,4,5,6-trichloro-
4,5,6-trichloro-pyriMidin-2-ylaMine
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C4H2Cl3N3
[MDL Number]

MFCD12405318
[MOL File]

51501-53-2.mol
[Molecular Weight]

198.44
Chemical PropertiesBack Directory
[Melting point ]

236-237 °C
[Boiling point ]

386.3±52.0 °C(Predicted)
[density ]

1.740±0.06 g/cm3(Predicted)
[storage temp. ]

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

-1.40±0.10(Predicted)
Hazard InformationBack Directory
[Synthesis]

2-Amino-4,6-dichloropyrimidine

56-05-3

4,5,6-trichloropyrimidin-2-amine

51501-53-2

2-Amino-4,6-dichloropyrimidine (2.0 g, 12.20 mmol) was used as starting material and suspended in chloroform (30 mL). Under stirring, N-chlorosuccinimide (1.71 g, 12.81 mmol) was added in batches. The reaction mixture was heated to reflux for 2 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with saturated sodium bicarbonate (NaHCO?) solution and subsequently extracted with dichloromethane (DCM) and ethyl acetate (EtOAc). The precipitate formed during the process was removed by filtration. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography using a cyclohexane solution of 0-40% ethyl acetate as eluent. Fractions containing the target product were collected, combined and concentrated under reduced pressure to afford 2-amino-4,5,6-trichloropyrimidine (2.1 g, 86.8% yield). It was analyzed by liquid chromatography-mass spectrometry (LCMS) with a retention time (RT) of 4.03 min and a molecular ion peak (MI) of 199.8 by 4LCMS1.

[References]

[1] Patent: WO2018/55402, 2018, A1. Location in patent: Page/Page column 224-225
[2] Patent: WO2018/87527, 2018, A1. Location in patent: Paragraph 00231-00232
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