ChemicalBook CAS DataBase List 6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione synthesis

12synthesis methods

Product Name:6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
CAS Number:6642-31-5
Molecular formula:C6H9N3O2
Molecular Weight:155.15

873-83-6

74-88-4

6-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

6642-31-5

General procedure for the synthesis of 1,3-dimethyl-6-aminouracil from 4-amino-2,6-dihydroxypyrimidine and iodomethane: 4-amino-2,6-dihydroxypyrimidine (1.27 g, 10 mmol) was added to a pre-heated ethanol solution (50 ml) containing KOH (0.56 g, 10 mmol) and heated continuously for 40 min. After completion of the reaction, the mixture was cooled to room temperature followed by addition of iodomethane (20 mmol). The reaction mixture was stirred under heating conditions for 8 hours, after which it was cooled to room temperature. The reaction mixture was poured into cold distilled water (100 ml) to induce precipitation of the final product 1,3-dimethyl-6-aminouracil. The precipitate was collected by filtration and washed with distilled water (100 ml). Finally, recrystallization from methanol gave 1,3-dimethyl-6-aminouracil in yellow crystalline form.

873-83-6 Synthesis

873-83-6
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$9.00/25g

74-88-4
359 suppliers
$15.00/10g

6642-31-5
390 suppliers
$5.00/10g

Yield:6642-31-5 90%

Reaction Conditions:

Stage #1:4-Amino-2,6-dihydroxypyrimidine with potassium hydroxide in ethanol for 0.666667 h;Heating;
Stage #2:methyl iodide in ethanol for 8 h;Heating;

Steps:

6-Amino-1, 3-dimethyl-1H-pyrimidine-2, 4-Dione (2)
To a heated ethanolic KOH solution (0.56 g, 10 mmol in 50 ml ethanol) compound 1 (1.27 g, 10 mmol) was added and heating was continuous for 40 min. The mixture was allowed to cool to room temperature, and methyl iodide (20 mmol) was added. The mixture was stirred under heating for 8 h and then allowed to cool to room temperature and finally poured into cold H2O (100 ml), The final product ppt. was filtered and washed with 100 ml H2O and crystallized from methanol to afford 2 as yellow crystals.

References:

Abu-Hashem, Ameen Ali;Hussein, Hoda Abdel Raouf [Letters in drug design and discovery,2015,vol. 12,# 6,p. 471 - 478]

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