ChemicalBook--->CAS DataBase List--->57473-32-2

57473-32-2

57473-32-2 Structure

57473-32-2 Structure
IdentificationBack Directory
[Name]

5,7-DICHLORO-IMIDAZO[1,2-A]PYRIMIDINE
[CAS]

57473-32-2
[Synonyms]

Zinc04204219
5,7-Dichloroimidazo[1,2-α]pyrimidine
5,7-DICHLORO-IMIDAZO[1,2-A]PYRIMIDINE
5,7-Dichloroimidazo[1,2-a]pyrimidine hydrochloride salt
[Molecular Formula]

C6H3Cl2N3
[MDL Number]

MFCD06858696
[MOL File]

57473-32-2.mol
[Molecular Weight]

188.01
Chemical PropertiesBack Directory
[Appearance]

Light Yellow Solid
[Melting point ]

257-259°C
[density ]

1.69
[storage temp. ]

-20°C Freezer
[solubility ]

DMSO, Methanol
[form ]

Solid
[pka]

2.31±0.30(Predicted)
[color ]

Light Yellow
[CAS DataBase Reference]

57473-32-2
Hazard InformationBack Directory
[Chemical Properties]

Light Yellow Solid
[Synthesis]

5,7-Dihydroxyimidazo[1,2-α]pyrimidine

51647-90-6

5,7-DICHLORO-IMIDAZO[1,2-A]PYRIMIDINE

57473-32-2

General procedure for the synthesis of 5,7-dichloroimidazo[1,2-a]pyrimidines from 5,7-dihydroimidazo[1,2-A]pyrimidines: imidazo[1,2-a]pyrimidine-5,7-diol (4 g, 26.49 mmol) was dissolved in phosphorus trichloride (POCl3, 50 mL) and heated to a temperature of 90 °C for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove excess POCl3. The residue was quenched with saturated sodium bicarbonate (NaHCO3) solution (100 mL) and subsequently extracted with ethyl acetate (EtOAc, 2 x 60 mL). The organic phases were combined, washed with brine (30 mL), dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target compound 5,7-dichloroimidazo[1,2-a]pyrimidine (3.5 g, 71% yield) as an off-white solid. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 8.07 (d, J=1.6Hz, 1H), 7.86 (d, J=1.6Hz, 1H), 7.69 (s, 1H); LCMS (mass spectrometry) analysis showed molecular ion peaks m/z: 187.9 ([M+H]+).

[References]

[1] Patent: WO2018/48930, 2018, A1. Location in patent: Paragraph 00337
[2] Patent: EP1666468, 2006, A1. Location in patent: Page/Page column 64
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

5,7-DICHLORO-IMIDAZO[1,2-A]PYRIMIDINE(57473-32-2)1HNMR
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