ChemicalBook--->CAS DataBase List--->7401-98-1

7401-98-1

7401-98-1 Structure

7401-98-1 Structure
IdentificationBack Directory
[Name]

2,4-dichloro-5-MethylsulfanylpyriMidine
[CAS]

7401-98-1
[Synonyms]

2,4-dichloro-5-mercapto-pyrimidine
1,3-dichloro-4-(methylthio)pyrimidine
2,4-Dichloro-5-(methylthio)pyrimidine
2,4-dichloro-5-MethylsulfanylpyriMidine
PyriMidine, 2,4-dichloro-5-(Methylthio)-
2,4-Dichloro-5-(methylsulphanyl)pyrimidine
[Molecular Formula]

C5H4Cl2N2S
[MDL Number]

MFCD22199809
[MOL File]

7401-98-1.mol
[Molecular Weight]

195.07
Chemical PropertiesBack Directory
[Boiling point ]

282.7±25.0 °C(Predicted)
[density ]

1.51±0.1 g/cm3(Predicted)
[storage temp. ]

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

solid
[pka]

-3.19±0.29(Predicted)
[color ]

Off-white to light yellow
[InChI]

InChI=1S/C5H4Cl2N2S/c1-10-3-2-8-5(7)9-4(3)6/h2H,1H3
[InChIKey]

PQLHCTKAQZYUMI-UHFFFAOYSA-N
[SMILES]

C1(Cl)=NC=C(SC)C(Cl)=N1
Safety DataBack Directory
[Symbol(GHS) ]


GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H302-H318
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

2933599590
Hazard InformationBack Directory
[Uses]

2,4-Dichloro-5-(methylsulfanyl)pyrimidine is used in preparation of the bridged heterocyclyl-substituted pyrimidine compounds and their pharmaceutical applications.
[Synthesis]

NSC 54274

16350-59-7

2,4-dichloro-5-MethylsulfanylpyriMidine

7401-98-1

5-(Methylthio)pyrimidine-2,4(1H,3H)-dione (600 mg, 3.8 mmol) was used as a raw material and prepared according to the method described by Kopp F et al. in Organic Letters, 2007, 9, 1639-41. The raw material was dissolved in phosphoryl chloride (15 mL) and the reaction was stirred at 100 °C for 16 hours. Upon completion of the reaction, the reaction mixture was quenched by slowly pouring it into ice water. The mixture was subsequently extracted with dichloromethane (20 mL × 2), and the organic phases were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane/tetrahydrofuran = 100:100) to afford 2,4-dichloro-5-(methylthio)pyrimidine (520 mg, 70% yield) as a yellow oil.

[References]

[1] Patent: WO2015/89218, 2015, A1. Location in patent: Page/Page column 127; 128
[2] Patent: CN104583195, 2018, B. Location in patent: Paragraph 0369; 0370; 0374; 0375; 0376
[3] Patent: US2003/171359, 2003, A1. Location in patent: Page 29
[4] Journal of Medicinal Chemistry, 2014, vol. 57, # 19, p. 8099 - 8110
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-dichloro-5-MethylsulfanylpyriMidine(7401-98-1)1HNMR
2,4-dichloro-5-MethylsulfanylpyriMidine(7401-98-1)FT-IR
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