ChemicalBook CAS DataBase List 2,4-Dichlorothieno[3,2-d]pyrimidine

2,4-Dichlorothieno[3,2-d]pyrimidine synthesis

6synthesis methods

Product Name:2,4-Dichlorothieno[3,2-d]pyrimidine
CAS Number:16234-14-3
Molecular formula:C6H2Cl2N2S
Molecular Weight:205.06

1,3-Dihydrothiopheno[3,2-d]pyrimidine-2,4-dione

16233-51-5
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16234-14-3
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Yield:16234-14-3 100%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine;trichlorophosphate for 2 h;Heating / reflux;

Steps:

To a suspension of the uracil (5g, 29mmol) in POCI₃ (4OmL) was added diisopropylethylamine (13mL, 74mmol) and the reaction heated at reflux for 2h. The excess POCb and diisopropylethylamine were then removed by distillation under reduced pressure and the brown solid obtained dissolved in chloroform and partitioned against water. The aqueous phase was made basic by the addition of 5M NaOH, and extracted twice further with chloroform. The combined organic fractions were washed with water and brine, dried (Na₂SO₄) filtered and concentrated to afford the product as a pale brown solid (6.05g, quantitative yield). ¹H NMR (CDCl₃, 300 MHz): 8.16 (d, J=5.4Hz, IH), 7.56 (d, J=5.7Hz, IH); LRMS (ESI): m/z calcd for [M+H]⁺ 204.94, 206.94 found 205.1, 207.0.

References:

WO2009/62258,2009,A1 Location in patent:Page/Page column 91

16233-51-5
162 suppliers
$6.00/250mg

16234-14-3
283 suppliers
$3.00/1g

References

16233-51-5
162 suppliers
$6.00/250mg

16234-14-3
283 suppliers
$3.00/1g

References

22288-78-4 Synthesis