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ChemicalBook CAS DataBase List 2,3-diamino-6-methylpyrimidin-4(3H)-one

2,3-diamino-6-methylpyrimidin-4(3H)-one synthesis

4synthesis methods
-

Yield: 16%

Reaction Conditions:

Stage #1:aminoguanidine with sodium ethanolate in ethanol at 90; for 0.5 h;
Stage #2:ethyl acetoacetate for 15 h;Reflux;

Steps:

2,3-diamino-6-methylpyrimidin-4(3H)-one (6d)
To a solution of NaOEt prepared from sodium (340 mg, 14.7 mmol) and ethanol (10 mL), 2-aminoguanidine (1.62 g, 14.7 mmol) was added and the reaction was heated at 90 °C for 30 min and after cooling NaCl filtered. Then, ethyl 3-oxobutanoate (1.35 mL, 14.7 mmol) was added to the reaction mixture and heated at reflux for 15 h. The precipitate obtained was filtered and dried under vacuum to afford 2,3-diamino-6-methyl-pyrimidin-4(3//)-one (6d) (335 mg, 16%). 'H NMR (600 MHz, DMSO- 6) d 7.03 (bs, 2H), 5.52 (s, 1H), 5.30 (s, 2H), 1.99 (s, 3H); 13C NMR (150 MHz, DMSO-i/6) d 162.4, 160.5, 154.8, 98.0, 22.9.

References:

INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION;GACHON UNIVERSITY OF INDUSTRY-ACADEMIC COOPERATION FOUNDATION;CORSON, Timothy W.;SEO, Seung-Yong;LEE, Bit WO2019/213076, 2019, A1 Location in patent:Page/Page column 63; 64