180792-90-9Relevant academic research and scientific papers
Synthesis of some new pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-ones and pyrido[3′,2′: 4,5]thieno[2,3-e]-1,2,4-triazolo[1,5-c]pyrimidine derivatives
Ho, Yuh-Wen
, p. 1163 - 1174 (2001)
2,3-Disubstituted-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4( 3H) -ones 8a-8c, 9a-9c were obtained by treatment of pyrido[3′,2′:4,5]thieno[3,2-d][1,3]oxazin-4(3H)-one derivative 3, 3-diacetylamino-thieno[2,3-b]pyridine derivative 5 and 3-ethoxymethyleneaminothieno[2,3-b]pyridine derivative 7a with appropriate amines, respectively. Condensation of compounds 8b, 9b with appropriate α-chlorocarbonyl compounds gave the corresponding 3-substituted carbonylmethylene-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-one derivatives 13a-d. 3-N-Substituted-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-ones 15a,b, 16a,b and 18a,b were also obtained by cyclization of carbohydrazide 14 with different reagents under a variety of conditions. On the other hand, cyclization of 3-amino-4-imino-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-ones 21a,b with appropriate orthoesters afforded the corresponding 3,5-dialkyl-pyrido[3′,2′:4,5]thieno[2,3-e]-1,2,4-triazolo[1,5-c] pyrimidines 22a-f.
Synthesis of new 2-[(substituted-pyrazol-1-yl)carbonyl]-thieno[2,3-b]pyridine derivatives using 1,3-diketones, alkylethoxymethylenes and ketene dithioacetals
Ho, Yuh-Wen
, p. 947 - 953 (1999)
The reaction of 3-amino-4,6-dimethyl-2-thieno[2,3-b]pyridine carbohydrazide (1) with appropriate 1,3-diketones 2a-2d in glacial acetic acid afforded 3-amino-2-[(3,5-disubstituted-pyrazol-1-yl)carbonyl]-4,6-dimethylthieno[2,3-b] pyridines 3a-3d. 3-Amino-2-[(5-amino-3,4-disubstituted-pyrazol-1-yl)carbonyl]-4,6- dimethylthieno[2,3-b]pyridines 5a-5h were also prepared by treatment of carbohydrazide 1 with appropriate alkylethoxymethylenes and ketene dithioacetals 4a-4h, respectively.
Reactions of 3-Aminothienopyridine-2-carboxamides
El-Dean, Adel M. Kamal
, p. 1401 - 1415 (2007/10/03)
3-Amino-4,6-dimethylthienopyridine-2-N-substituted carboxamides (2,3) gave pyridothienopyrimidines (7,8) when refluxed with CS2, while compound 1 gave 3-amino-4,6-dimethyl-2-(2-sulfanyl-1,3,4-oxadiazol-5-yl)thienopyridine (6).The sulfanyl compounds (6-8) are easily alkylated with halocompounds to give S-alkylated derivatives (13-15).Compound (6) condensed with hydrazine or aniline to give compounds (16a,b).The product compound 16a reacts with CH(OEt)3 and with CS2 to give compound (18) and (19) respectively.Compound 19 can be S-alkylated with ClCH2COOEt to give compound 20.Compounds 1-3 reacted with CH(OEt)3 to give compounds (24-26) respectively.Compounds (24-26) can be converted into the corresponding pyridothienopyrimidinethiones (29-31) by refluxing with P2S5 in pyridine. - Key Words: Synthesis; thienopyridine; pyridothienopyrimidine; sulfanyloxadiazolylthienopyridine
