ChemicalBook CAS DataBase List 5-BROMO-2-(METHYLTHIO)PYRIMIDINE

5-BROMO-2-(METHYLTHIO)PYRIMIDINE synthesis

6synthesis methods

Product Name:5-BROMO-2-(METHYLTHIO)PYRIMIDINE
CAS Number:14001-67-3
Molecular formula:C5H5BrN2S
Molecular Weight:205.08

74-93-1

32779-36-5

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.

74-93-1 Synthesis

74-93-1
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$454.02/5MG

32779-36-5 Synthesis

32779-36-5
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14001-67-3
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Yield:14001-67-3 75%

Reaction Conditions:

in N,N-dimethyl-formamide at 50; for 3 h;

Steps:

24.1 Step 1: Synthesis of 5-bromo-2-(methylthio)pyrimidine

Step 1:
Synthesis of 5-bromo-2-(methylthio)pyrimidine
To a stirred solution of 5-bromo-2-chloropyrimidine (0.3 g, 1.563 mmol) in DMF (10 mL) was added methyl mercaptan (0.1 mL, 1.563 mmol) at room temperature and heat at 50° C. for 3 h.
Completion of reaction was monitored by TLC.
Reaction mixture was quenched by addition of water, extracted with EtOAc.
Organic portions were combined, dried over Na₂SO₄, evaporated under reduced pressure to obtain crude which was purified by column chromatography using silica gel (100-200 mesh); eluent 5% ethyl acetate/hexane to obtain pure product 5-bromo-2-(methylthio)pyrimidine (0.240 g, 75%) as white solid.
MS: 205.1[M⁺+1]

References:

US2017/291910,2017,A1 Location in patent:Paragraph 0496-0498

32779-36-5 Synthesis

32779-36-5
646 suppliers
$5.00/5g