ChemicalBook CAS DataBase List 3-Methylxanthine

3-Methylxanthine synthesis

13synthesis methods

Product Name:3-Methylxanthine
CAS Number:1076-22-8
Molecular formula:C6H6N4O2
Molecular Weight:166.14

3-Methylxanthine (3-MX) is 3-methylxanthine, a cyclic guanosine monophosphate (GMP) phosphodiesterase (PDE) inhibitor. It can be synthesized from 5,6-Diamino-1-methyluracil and formic acid in water by heating and refluxing for ring-closure reaction

1H-Imidazole-4-carboxamide,5-(methylamino)-(9CI)

90801-87-9
14 suppliers
inquiry

1076-22-8
471 suppliers
$15.00/5g

Yield:1076-22-8 95.12%

Reaction Conditions:

with formic acid;perchloric acid adsorbed on silica gel in ethanol at 20; for 0.333333 h;Solvent;

Steps:

7-10 Example 7

Add 12.61g (0.09mol, M=140.15) of 4-(methylamino)-1H-imidazole-5-carboxamide (3) and 60ml of absolute ethanol in a round bottom flask, stir to dissolve, add to the constant pressure funnel and add 8.26g of anhydrous formic acid (0.12mol, M=68.9), add 0.38g of catalyst HClO4-SiO2, slowly drip the solution in the constant pressure funnel into the reaction flask, reaction time at room temperature 20min, TLC monitoring until the reaction is complete, add 40 % Sodium hydroxide aqueous solution was adjusted to neutral or weakly acidic, filtered to obtain the filtrate, solid recovery, ice-bath cooling charge analysis to determine the solid, washed with ice ethanol, vacuum dried to obtain compound 4, 14.22g, yield 95.12%, purity 99.9% , The maximum single miscellaneous is 0.01%.

References:

CN112679500,2021,A Location in patent:Paragraph 0049-0057

64-18-6 Synthesis