115073-27-3

Upstream product

• 115075-86-0 3-Amino-4-methyl-6-phenyl-isothiazolo<5,4-d>pyrimidine 
• 78-95-5 chloroacetone 
• 2228-12-8 4-methyl-6-mercapto-2-phenylpyrimidine-5-carbonitrile 
• 532-55-8 Benzoyl isothiocyanate 
• 216776-67-9 (5-Cyano-6-methyl-2-phenyl-pyrimidin-4-ylsulfanyl)-fluoro-acetic acid ethyl ester 
• 2228-12-8 6-methyl-4-phenyl-2-thioxo-1,2-dihydropyrimidine-5-carbonitrile 
• 216776-76-0 6-Fluoro-4-methyl-2-phenyl-thieno[2,3-d]pyrimidin-5-ylamine 

Downstream Products

• 487004-87-5 6-acetyl-5-(1-pyrrolyl)-4-methyl-2-phenylthieno[2,3-d]pyrimidine 
• 487005-04-9 C₂₀H₁₈N₆S₂ 

Relevant academic research and scientific papers

Reactions of 6-acetyl-4-methyl-5-(1-pyrrolyl)-2-phenylthieno-[2,3-d] pyrimidine in heterocyclic synthesis: Convenient route to some Schiff's bases, chalcones, pyridines, pyridin-2(1H)-ones and 2H-pyran-2-one derivatives incorporating a 5-(1-pyrrolyl)-2-ph

Treatment of 6-acetyl-5-amino-4-methyl-2-phenylthieno[2,3-d]pyrimidine 3 with 2,5-dimethoxytetrahydrofuran afforded the 6-acetyl-5-(1-pyrrolyl)-4-methyl- 2-phenylthieno[2,3-d]pyrimidine 4, which can react with appropriate primary amines 5a-f to yield the

Synthesis and reactions of some new thienopyrimidines

4-Methyl-6-mercapto-2-phenylpyrimidine-5-carbonitrile (1) was reacted with different halo compounds, namely ethylchloroacetate, chloroacetone, bromoacetanilide, p-chlorobromoacetanilide, and p-methoxy chloroacetanilide in ethanol in the presence of sodium acetate yielded the corresponding S-alkylated derivatives (2a-e). The latter compounds underwent cyclization into thienopyrimidines (4a-e) upon treatment with sodium ethoxide in ethanol. The reaction of (4a) with hydrazine hydrate led to the formation of 5-amino-4-methyl-2-phenylthieno[2,3-d]pyrimidine-2-carbohydrazide (5). Compound (5) was reacted with a variety of reagents to produce other new thienopyrimidines as well as oxadiazolylthienopyrimidines (6, 11).

Synthesis of novel pyrrylthieno-[2,3-d]pyrimidines and related pyrrolo[1″,2″:1′,6′]pyrazino-[2′,3′:4,5] thieno[2,3-d]pyrimidines

4-Methyl-2-phenyl-5-(1-pyrryl)-6-substituted-thieno[2,3-d]pyrimidines (3a-c, 4a-c, 5a,b, and 6) have been synthesized. Some of the substituents in position 6 were used to build up different sulfur-, nitrogen-and/or oxygen-containing heterocyclic rings at that position. The 4-methyl- 2-phenyl-5-(1-pyrryl)-thieno[2,3-d]pyrimidine-6-carboazide (20) was also used as a key intermediate in the synthesis of the target pyrrolo[1″,2″:1′,6′]pyrazino[2′,3′:4, 5/thieno[2,3-d]pyrimidines.

An easy direct conversion of pyridine- and pyrimidine-thiones into multi-fused heterocyclic compounds

The reaction of azine-thiones with ethyl chlorofluoroacetate afforded 2- fluorothienoazines. The latter underwent self-condensation and gave multi- fused heterocyclic compounds. A wide range of unique heterocycles could be obtained on treatment of 2-fluorothienoazines with nitrogen nucleophilic reagents. The reactivity of the pyrimidine-thiones towards a variety of electrophilic reagents was studied. Chemical and spectroscopic evidence of the newly synthesized compounds are described.

3-Amino-1H-pyrazolopyrimidines and 3-Aminoisothiazolopyrimidines as Precursors of Tricyclic Heteroaromatic Systems Containing a Bridgehead Nitrogen Atom.

3-Amino-4-methyl-6-phenyl-1H-pyrazolopyrimidine (3a) and 3-amino-4-methyl-6-phenylisothiazolopyrimidine (9a) have been prepared.The former reacts with bromoacetone or 3-bromopentane-2,4-dione, to give tricyclic systems (1a) or (13) containing an extra pyrazole or pyrimidine ring, respectively; in each case the newly formed ring contains a bridgehead nitrogen atom, derived from N-2 of the starting material.With the same reagents, the latter undergoes an interesting ring-opening reaction, for which possible mechanisms are proposed.In contrast, 3-amino-1,2-benzisothiazole does not undergo ring fission under similar conditions, but gives rise to tricyclic compounds containing a bridgehead nitrogen atom.