154366-96-8

Upstream product

• 4755-77-5 Ethyl oxalyl chloride 
• 154366-93-5 5-amino-4-methyl-2-phenylthieno[2,3-d]pyrimidine-6-carbonitrile 
• 2228-12-8 6-methyl-4-phenyl-2-thioxo-1,2-dihydropyrimidine-5-carbonitrile 

Relevant academic research and scientific papers

Synthesis of 4-methyl-6-phenyl-thieno[2,3-d]pyrimidines with a formamidino or an oxalamido carbonic acid residue and antianaphylactic activity

3-Amino-4-methyl-6-phenyl-thieno[2,3-d]pyrimidine-2-carbonic acid alkylesters 1a, b were hydrolyzed to the potassium salt of the carbonic acid 2. Cyclization of 2 with acetanhydride yielded the tricyclic 1,3-oxazinone derivative 4. This compound reacted with pyrrolidine by different conditions of reaction to give the bisamide 7, the acetamidino carbonic acid 5 and their decarboxylated product 6. Compound 1a yielded with Vilsmeier reagens the formamidino compound 3. 3-Amino-thieno[2,3-d]pyrimidin-2-carbonitrile gave under different conditions of reaction with oxalic acid diethylester or with oxalic acid ethylester chloride the tetracyclic 4-methoxy-9-methyl-7-phenyl-thieno[2,3-d:4,5-d']dipyrimidine-2-carboni c acid methylester 10 or the N-(2-cyano-4-methyl-6-phenyl-thieno[2,3-d]pyrimid-3-yl)oxalamidic ethylester 12. These compounds were hydrolyzed to give the carbonic acids 11 and 13. Some of the synthesized substances showed an antianaphylactic activity.