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50693-74-8

1,3,7-TRIMETHYL-8-PIPERAZIN-1-YL-3,7-DIHYDRO-PURINE-2,6-DIONE synthesis

3synthesis methods
-

Yield:50693-74-8 90%

Reaction Conditions:

in 2-methoxy-ethanol at 120; for 3 h;Microwave irradiation;

Steps:

Synthesis of 8-Amino-substituted Caffeine Derivatives. General Method.

General procedure: 8-Chlorocaffeine (5, 0.44 mmol,100 mg) and the appropriate amine [ethylenediamine (8), hexamethylenediamine (9), piperazine (11), or morpholine (12)](1.76 mmol) were dissolved in methoxyethanol (3.5 mL). The mixture was stirred for 3 h in a microwave reactor at 120°C andcooled. The resulting precipitate of disubstitution product (0.5-4% yield) was filtered off and rinsed with EtOH (3 × 5 mL).The mother liquor was evaporated. The residue was worked up with H2O and extracted with CHCl3 (3 × 20 mL). The organicfractions were combined, dried over MgSO4, and evaporated. Compounds 6, 7, 13, and 14 were purified by columnchromatography over silica gel (CHCl3-EtOH eluent, 100:0→70:30).

References:

Reshetnikov;Patrushev;Shults [Chemistry of Natural Compounds,2020,vol. 56,# 5,p. 855 - 860][Khim. Prir. Soedin.,2020,vol. 5,p. 733 - 737,5]