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Synthesis 1988; 1988(2): 152-154
DOI: 10.1055/s-1988-27499
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Pyrimidine Derivatives; 1. The Highly Regioselective 4-Thionation of Pyrimidine-2,4(1H,3H)-dione Derivatives with Lawesson Reagent

Kimiyoshi Kaneko* , Hajime Katayama, Toshio Wakabayashi, Tadahiro Kumonaka
  • *Niigata College of Pharmacy, 13-2, 5-Chome, Kamishin'ei-Cho, Niigata
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Publication Date:
20 August 2002 (online)

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Utilizing 2,4-bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane (Lawesson reagent), the 4-oxo group of pyrimidine bases such as 5-fluorouracil, uracil, and thymine were selectively converted into the corresponding 4-thioxo analogous. 2-Thiouracil was similarly transformed into 2,4-dithiouracil, but 4-thiouracil remains almost intact.

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