NSC14355 synthesis

5synthesis methods

Product Name:NSC14355
CAS Number:1784-70-9
Molecular formula:C7H8N4O2S
Molecular Weight:212.23

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Yield:1784-70-9 80%

Reaction Conditions:

in N,N-dimethyl-formamide;Reflux;

Steps:

Synthesis of 8-thio-l,3-dimethyl-3,7-dihydro-lH-purine-2, 6-dione (4)

Compound 3 (1.00 g, 6.0 mmol) was stirred with 100 mL of DMF in an round bottom flask equipped with a stir bar. The solution was stirred at room temperature until completely dissolved and then CS2 (2.237 g, 30.0 mmol) was added to the mixture. The solution was refluxed for 6 hours. After confirming by TLC (5% MeOH/DCM), the solution was cooled in an ice bath and cold water was added, forming a white precipitate. The aqueous solution was filtered. The resulting solid was washed with cold water and ethyl ether to afford 8-thio-l,3-dimethyl-3,7-dihydro-lH-purine-2, 6-dione 4 in 80% yield: XH NMR (400 MHz, DMSO- 1/6) 6 13.39 (s, 1H), 12.98 (s, 1H), 3.35 (s, 3H), 3.16 (s, 3H); ¹³C NMR (100 MHz, DMSO- 1/6) 6 163.9, 151.6, 150.1, 139.4, 103.6, 31.2, 27.8.

References:

WO2022/159818,2022,A1 Location in patent:Paragraph 0188

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6642-31-5 Synthesis