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ChemicalBook CAS DataBase List Theophylline
58-55-9

Theophylline synthesis

10synthesis methods
Theophylline, 1,3-dimethylxanthine (23.3.5), is present in small quantities in tea leaves. It is synthesized synthetically by the Traube method, a general method suggested for making purine bases. In the given example, reacting N,N-dimethylurea with cyanoacetic ether in the presence of acetic anhydride gives cyanoacetylmethylurea (23.3.1), which cyclizes into 6-amino-1,3-dimethyluracil (23.3.2). The resulting compound transforms into 5-nitroso-6-amino-1,3-dimethyluracil (23.3.3) upon reaction with nitric acid. Reduction of the nitroso group gives 5,6-diamino-1,3-dimethyluracil (23.3.4), the subsequent reaction of which with formamide gives the desired theophylline (23.3.5).

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Yield:58-55-9 97.7%

Reaction Conditions:

with triethylamine;1,3-bis[2,6-diisopropylphenyl]imidazolium chloride in water at 75; under 4500.45 Torr; for 0.916667 h;Autoclave;Pressure;Temperature;

Steps:

6 EXAMPLE 6 A closed-loop reaction process according to the present invention

200g of dimethyl FAU dry product, 1000g of water, triethylamine 104.6g, l, 3-bis (2,6-diisopropylphenyl) imidazolium chloride 2.0g in high-pressure reactor, 200 rpm, the reactor heated to 75 ° C, kettle pressure 0. 06MPa, start reaction, reaction time 55min, reaction completed, the material transferred to the distillation recovery device, distillation recovery of about 92g of triethylamine, theophylline The yield was 97.7%.

References:

CN104130259,2016,B Location in patent:Paragraph 0040; 0041

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