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14001-67-3

14001-67-3 Structure

14001-67-3 Structure
IdentificationBack Directory
[Name]

5-BROMO-2-(METHYLTHIO)PYRIMIDINE
[CAS]

14001-67-3
[Synonyms]

5-BROMO-2-(METHYLTHIO)PYRIMIDINE
5-broMo-2-MethylpyriMidine-1-thiol
2-Methylsulfanyl-5-broMopyriMidine
5-BROMO-2-METHYLSULFANYLPYRIMIDINE
Pyrimidine, 5-bromo-2-(methylthio)-
5-Bromo-2-(methylthio)pyrimidine ,98%
5-BroMo-2-(Methylthio)pyriMidine
5-BROMO-2-(METHYLTHIO)PYRIMIDINE ISO 9001:2015 REACH
[Molecular Formula]

C5H5BrN2S
[MDL Number]

MFCD00187875
[MOL File]

14001-67-3.mol
[Molecular Weight]

205.08
Chemical PropertiesBack Directory
[Melting point ]

63-68℃
[Boiling point ]

281.2±13.0 °C(Predicted)
[density ]

1.72±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

Crystalline Powder of Flakes
[pka]

-0.56±0.22(Predicted)
[color ]

White
[InChI]

InChI=1S/C5H5BrN2S/c1-9-5-7-2-4(6)3-8-5/h2-3H,1H3
[InChIKey]

WFLSPLBDSJLPFW-UHFFFAOYSA-N
[SMILES]

C1(SC)=NC=C(Br)C=N1
Safety DataBack Directory
[Hazard Codes ]

Xi,Xn,C
[Risk Statements ]

22-34
[Safety Statements ]

26-36/37/39-45
[RIDADR ]

UN 1759 8/PG 2
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

8
[PackingGroup ]

Ⅱ
[HS Code ]

29335995
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Phosphorus oxitrichloride-->Bromine-->Carbon tetrachloride-->ZINC-->2-Methylthio-4-pyrimidinol-->Methyl mercaptan-->5-Bromo-2-chloropyrimidine
[Preparation Products]

5-Bromo-2-methoxypyrimidine-->2-(Methylthio)pyrimidine-5-boronic acid pinacol ester-->2-(Methylthio)-5-(tributylstannyl)pyrimidine
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMO-2-(METHYLTHIO)PYRIMIDINE(14001-67-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

METHYL MERCAPTAN

74-93-1

5-Bromo-2-chloropyrimidine

32779-36-5

5-BROMO-2-(METHYLTHIO)PYRIMIDINE

14001-67-3

Step 1: Synthesis of 5-bromo-2-methylmercaptopyrimidine To a stirred solution of 5-bromo-2-chloropyrimidine (0.3 g, 1.563 mmol) in dimethylformamide (DMF, 10 mL) was slowly added methyl mercaptan (0.1 mL, 1.563 mmol) at room temperature. The reaction mixture was then heated to 50 °C with continuous stirring for 3 hours. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was quenched by addition of water and extracted with ethyl acetate (EtOAc). The organic phases were combined and dried over anhydrous sodium sulfate (Na2SO4), followed by evaporation of the solvent under reduced pressure to give the crude product. The crude product was purified by silica gel (100-200 mesh) column chromatography using 5% ethyl acetate/hexane as eluent, resulting in purified 5-bromo-2-methylmercaptopyrimidine (0.240 g, 75% yield) as a white solid. Mass spectrometry (MS) analysis showed that [M++1] was 205.1.

[References]

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0496-0498
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