128529-81-7Relevant academic research and scientific papers
Synthesis and structure of novel thieno[2,3-d]pyrimidine derivatives containing 1,3,4-oxadiazole moiety
Ho, Yuh-Wen,Suen, Maw-Cherng
experimental part, p. 408 - 415 (2009/12/06)
The reaction of 5-(1-pyrrolyl)-4-methyl-2-phenylthieno[2,3-d]pyrimidine carbohydrazide 5 with CS2 in the presence of pyridine afforded the 6-(2,3-dihydro-2-mercapto-1,3,4-oxadiazol-5-yl)-4-methyl-5-(1-pyrrolyl) -2-phenylthieno[2,3-d]pyrimidine
Synthesis and reactions of some new thienopyrimidines
Moneam, Maisa I. Abdel,Geies, Ahmed A.,El-Naggar, Galal M.,Mussa, Suliman M.
, p. 737 - 751 (2007/10/03)
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
Bakhite,Geies,El-Kashef
, p. 303 - 323 (2007/10/03)
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.
Synthesis of 2,3-dihydro-imidazo[1,2-d]pyrimido[5',4':4.5]thieno[2,3-e]pyrimidines and 2H-3,4-dihydro-pyrimido[1,2-c]pyrimido[5',4':4,5]thieno[2,3-e]pyrimidi nes
Wagner,Vieweg,Leistner
, p. 588 - 591 (2007/10/02)
The reaction of dibenzoyldiacetonitrile with cyanothioacetamide gave 5-cyano-6-methyl-2-phenyl-pyrimid-4(3H)-thione (4) in good yield. The title compounds were synthesized on two different routes. On one way, 3-amino-thieno[2,3-d]pyrimidine-2-carbonic acid alkylesters obtained from 4 were after acetylation of the amino group to 9 transformed by reaction of aminoethanol to the hydroxy ethylated pyrimidothienopyrimidone 10b. This compound after chlorination to 11 by reaction with 1,2-diaminoethan or 1,3-diaminopropan yielded the desired tetracyclic substances 12 and 13. On the other way, 3-aminothieno[2,3d]pyrimidine-2-carboxamide 14 obtained from 4 gave via the pyrimidothienopyrimidone 15, the chloro compound 17 and the ω-hydroxyalkyl compounds 21 and 22 the title substances 23 and 24.
