ChemicalBook--->CAS DataBase List--->425394-89-4

425394-89-4

425394-89-4 Structure

425394-89-4 Structure
IdentificationBack Directory
[Name]

5-Pyrimidinol,4,6-dichloro-(9CI)
[CAS]

425394-89-4
[Synonyms]

4,6-dichloropyriMidin-5-ol
4,6-Dichloro-5-pyrimidinol
5-Pyrimidinol, 4,6-dichloro-
4,6-Dichloro-5-hydroxypyrimidine
5-Pyrimidinol,4,6-dichloro-(9CI)
[Molecular Formula]

C4H2Cl2N2O
[MDL Number]

MFCD17392595
[MOL File]

425394-89-4.mol
[Molecular Weight]

164.98
Chemical PropertiesBack Directory
[Boiling point ]

242℃
[density ]

1.679
[Fp ]

100℃
[storage temp. ]

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

3.66±0.20(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Spectrum DetailBack Directory
[Spectrum Detail]

5-Pyrimidinol,4,6-dichloro-(9CI)(425394-89-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

4,6-Dichloro-5-methoxypyrimidine

5018-38-2

5-Pyrimidinol,4,6-dichloro-(9CI)

425394-89-4

The general procedure for the synthesis of 4,6-dichloropyrimidin-5-ol from 4,6-dichloro-5-methoxypyrimidine was as follows: to a stirred solution of 4,6-dichloro-5-methoxypyrimidine (50 g, 0.27 mol) in dichloroethane (800 mL) was added anhydrous aluminum chloride (50.48 g, 0.411 mol) in one go at 0 °C. The reaction mixture was stirred vigorously at 50°C for 6 hours. Upon completion of the reaction, the mixture was cooled to 0 °C and a 1 M aqueous HCl solution (400 mL) was slowly added, followed by methanol (100 mL). The mixture was stirred vigorously at room temperature for 10 minutes, diluted with water and extracted with ethyl acetate. The organic layers were combined, washed with saturated sodium bicarbonate solution and then dried over anhydrous sodium sulfate. The dried organic layer was filtered and concentrated to give 4,6-dichloropyrimidin-5-ol (41 g, 91.11% yield).UPLC analysis: calculated value of C4H2Cl2N2O was 164.97 and measured value was 165.9.

[References]

[1] Patent: WO2018/208987, 2018, A2. Location in patent: Paragraph 00178
[2] Patent: US2015/152068, 2015, A1. Location in patent: Paragraph 0366; 0367; 0368
[3] Patent: WO2015/79417, 2015, A1. Location in patent: Page/Page column 76; 77
[4] Patent: WO2016/79669, 2016, A1. Location in patent: Page/Page column 45
[5] Patent: WO2016/164580, 2016, A1. Location in patent: Page/Page column 280
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