ChemicalBook CAS DataBase List 4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine

4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine synthesis

3synthesis methods

Product Name:4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine
CAS Number:89392-03-0
Molecular formula:C13H13N3O4
Molecular Weight:275.26

36315-01-2

1885-14-9

4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine

89392-03-0

To a stirred solution of 2-amino-4,6-dimethoxypyrimidine (1 g, 6.45 mmol) in acetonitrile (10 mL) was added triethylamine (0.85 g, 8.40 mmol) at room temperature, followed by the slow dropwise addition of phenyl chloroformate (1.31 g, 8.37 mmol). The reaction mixture was heated to 60 °C and stirred for 6 hours. After completion of the reaction, the mixture was cooled to room temperature, diluted with water (6 mL), the precipitated solid was collected by filtration and dried under vacuum to afford 2-((phenoxycarbonyl)aminomethyl)-4,6-dimethoxypyrimidine (Compound 6) as a white solid in the following yields: 1.48 g, 83%; melting point: 119 °C; 1H NMR (400 MHz, DMSO-d6): δ 7.65 (s 1H), 7.42-7.40 (m, 2H), 7.18-7.14 (m, 3H), 5.80 (s, 1H), 3.96 (s, 6H); ESI-MS: m/z, 276.1 (M + 1).

36315-01-2 Synthesis

36315-01-2
520 suppliers
$18.60/2.5g

1885-14-9 Synthesis

1885-14-9
348 suppliers
$10.00/1g

89392-03-0
208 suppliers
$6.00/10g

Yield: 83%

Reaction Conditions:

with triethylamine in acetonitrile at 60; for 6 h;Green chemistry;

Steps:

Step-4: Preparation of phenyl 4,6-dimethoxypyrimidin-2-ylcarbamate (6):
To a stirred solution of compound 5 (1 g, 6.45 mmol) in acetonitrile (10 mL) was added triethylamine (0.85 g, 8.40 mmol) followed by phenyl chloroformate (1.31 g, 8.37 mmol) at room temperature. The reaction mixture was heated to 60 °C for 6 h. The reaction mixture was cooled to room temperature and diluted with water (6 mL) and the precipitated solids were filtered and dried under vacuum to obtain compound 6. White solid, Yield: 1.48 g, 83 %; m.p.: 119 °C; ¹H NMR (400 MHz, DMSO-d₆): δ 7.65 (s, 1H), 7.42-7.40 (m, 2H), 7.18-7.14 (m, 3H), 5.80 (s, 1H), 3.96 (s, 6H); ESI-MS: m/z, 276.1 (M+1).

References:

Gilbile, Rohidas;Bhavani, Ram;Vyas, Ritu [Asian Journal of Chemistry,2017,vol. 29,# 7,p. 1477 - 1481]