2-(Methylsulfanyl)thieno[3,2-d]pyrimidin-4(1H)one synthesis

5synthesis methods

Product Name:2-(Methylsulfanyl)thieno[3,2-d]pyrimidin-4(1H)one
CAS Number:176530-46-4
Molecular formula:C7H6N2OS2
Molecular Weight:198.27

2-Mercaptothieno[3,2-d]pyrimidin-4(1H)one

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2-(Methylsulfanyl)thieno[3,2-d]pyrimidin-4(1H)one

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Yield:176530-46-4 96%

Reaction Conditions:

with sodium hydroxide in ethanol;water at 25; for 1 h;

Steps:

I.1.1 Preparation of 2-(methylthio)thieno[3,2-d]pyrimidin-4(3H)-one (Formula 6)

90 g (0.49 mol) of 2-thioxo-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one (Formula7) was dissolved in 900 mL of ethanol, and a solution in which 58.6 g of sodium hydroxide was dissolved in 900 mL of water was added thereto. 32 mL of dimethyl sulfate was added to the reaction mixture at 25, and then stirred for 1 hour. After the reaction was completed, the reaction solution was cooled to 5, adjusted to pH 2 using 12 N hydrochloric acid at the same temperature, and then stirred at room temperature for 2 hours. The resulting solids were filtered, washed twice with 500 mL of water, and then dried to obtain 93 g (yield: 96%) of the title compound, 2-(methylthio)thieno[3,2-d]pyrimidin-4(3H)-one (Formula6).[184]¹H-NMR (300 MHz, DMSO-d₆) δ 12.77(s, 1H), 8.11 (s, 1H), 7.29 (s, 1H), 3.42 (s, 1H), 2.51 (s, 3H)

References:

WO2016/108623,2016,A1 Location in patent:Paragraph 181-184