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ChemicalBook--->CAS DataBase List--->89283-48-7

89283-48-7

89283-48-7 Structure

89283-48-7 Structure
IdentificationBack Directory
[Name]

4-CHLORO-6-METHYLTHIOPYRIMIDINE
[CAS]

89283-48-7
[Synonyms]

4-CHLORO-6-METHYLTHIOPYRIMIDINE
4-chloro-6-MethylpyriMidine-1-thiol
4-Chloro-6-methylsulfanyl-pyrimidine
Pyrimidine, 4-chloro-6-(methylthio)-
4-CHLORO-6-METHYLTHIOPYRIMIDINE ISO 9001:2015 REACH
[Molecular Formula]

C5H5ClN2S
[MDL Number]

MFCD09870036
[MOL File]

89283-48-7.mol
[Molecular Weight]

160.62
Chemical PropertiesBack Directory
[Melting point ]

50-51 °C
[Boiling point ]

260 ºC
[density ]

1.37
[Fp ]

111 ºC
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

solid
[pka]

-1.50±0.17(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChIKey]

BMQSAIGMUNXTKZ-UHFFFAOYSA-N
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280
[Risk Statements ]

43
[Safety Statements ]

36/37
[WGK Germany ]

3
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

4-CHLORO-6-METHYLTHIOPYRIMIDINE(89283-48-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

4,6-Dichloropyrimidine

1193-21-1

Sodium thiomethoxide

5188-07-8

4-CHLORO-6-METHYLTHIOPYRIMIDINE

89283-48-7

Example 12: Synthesis of 4-chloro-6-(methylthio)pyrimidine. 4,6-Dichloropyrimidine (15.4 g, 0.10 mol) was dissolved in THF (120 mL) at room temperature, followed by the addition of solid sodium methanethiol (NaSMe, 8.5 g, 0.12 mol). The reaction mixture was heated to 60 °C and maintained for 16 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted with ethyl acetate (300 mL) and water (300 mL). The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated to give an orange colored oil. Recrystallization by hexane gave the light yellow solid product 4-chloro-6-(methylthio)pyrimidine (9.85 g, 0.061 mol, 61% yield).1H NMR (500 MHz, CDCl3) δ: 8.74 (s, 1H), 7.23 (s, 1H), 2.58 (s, 3H).

[References]

[1] Patent: WO2006/52913, 2006, A1. Location in patent: Page/Page column 236-237
[2] Patent: WO2008/77548, 2008, A1. Location in patent: Page/Page column 46
[3] Patent: WO2009/85913, 2009, A1. Location in patent: Page/Page column 64-65
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6529 - 6533
[5] Patent: WO2011/45353, 2011, A1. Location in patent: Page/Page column 42-43
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