6-AMino-1,3-dibutyluracil synthesis

5synthesis methods

Product Name:6-AMino-1,3-dibutyluracil
CAS Number:41862-16-2
Molecular formula:C12H21N3O2
Molecular Weight:239.31

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Acetamide, N-butyl-N-[(butylamino)carbonyl]-2-cyano-

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Yield:41862-16-2 99.5%

Reaction Conditions:

with sodium hydroxide;acetic anhydride in methanol;

Steps:

19 Example 19

Example 19 This example describes the synthesis of 1,3-di-n-butyl-6-aminouracil. N,N-Di-n-butylurea (34.45 g, 0.2 mmol), cyanoacetic acid (19.56 g, 0.23 mol), and acetic anhydride (81.66 ml, 0.8 mol) were heated at 80° C. for 2 h under nitrogen and solvent was removed by rotary evaporation to yield N-(2-cyanoacetyl)-N,N'-dibutylurea. The N-(2-cyanoacetyl)-N,N'-dibutylurea was dissolved in methanol (100 ml) and 4N NaOH (100 ml) was added. The reaction mixture was cooled for 30 min with stirring and the solid was filtered and dried to yield 1,3-di-n-butyl-6-aminouracil (47.04 g, 99.5%) as a colorless solid, m.p. 90.1°-92.4° C.; ¹ H NMR (DMSO-d₆) δ1.72-1.93 (m, 6H, 2*CH₃, 1.18-1.33 (m, 4H, 2*CH₂), 1.39-1.52 (M, 4H, 2*CH₂), 3.70 (t, 2H, N--CH₂), 3.76 (t, 2H, N--CH₂), 4.64 (s, 1H, H-4), 6.77 (br s, exchangeable with D₂ O, 2H, NH₂).

References:

US5773423,1998,A

1792-17-2 Synthesis