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ChemicalBook CAS DataBase List 1,3,4-TRIMETHYL URACIL

1,3,4-TRIMETHYL URACIL synthesis

11synthesis methods
-

Yield: 65%

Reaction Conditions:

with sulfuric acid;potassium iodide at 80; for 5 h;

Steps:

Reaction of 5-Iodo-1,3,6-trimethyluracil (4), 5-Bromo-1,3,6-trimethyluracil (5), or N-Bromo-5-bromo-6-hydroxymethyluracil (7) with KI in H2SO4 (5%) (General Method)
General procedure: A suspension of 4, 5, or 7 (1 mmol) and KI (0.83 g,5 mmol) in H2O (1.88 mL) at 80°C was treated dropwise with H2SO4 (98%, 0.05 mL, 1 mmol), stirred for 5 h at that temperature, cooled, treated with Na2S2O3·5H2O solution (10%), and extracted with CHCl3. The combined extracts were washed with distilled H2O, dried over Na2SO4, and evaporated to produce 6 (0.10 g, 68% yield from 4 and 0.10 g, 65% from 5).The physicochemical characteristics agreed with known data [8]. Compound 7 (0.27 g) was obtained as a mixture and a yellow amorphous powder, the main component of which was 5-bromo-6-iodomethyluracil (11).

References:

Chernikova;Spirikhin;Abdullin;Yunusov [Chemistry of Natural Compounds,2017,vol. 53,# 6,p. 1140 - 1143][Khim. Prir. Soedin.,2017,# 6,p. 968 - 971,4]

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