Acetic Acid → 2-methylthio-5,6,7,9-tetrahydrothiopyrano[3,4-d]-1,2,4-triazolo[1,5-a]pyrimidine-5(10H)-one

反応式

[NH2:1][C:2]1[NH:6][N:5]=[C:4]([S:7][CH3:8])[N:3]=1.O=[C:10]1[CH:15]([C:16](OCC)=O)[CH2:14][CH2:13][S:12][CH2:11]1.C(O)(=[O:23])C>>[CH3:8][S:7][C:4]1[N:3]=[C:2]2[N:1]=[C:14]3[C:13](=[O:23])[S:12][CH2:11][CH:10]=[C:15]3[CH2:16][N:6]2[N:5]=1

参加物

反応物 3

HCID 176Acetic Acid

HCID 784713-(Methylthio)-1,2,4-triazol-5-amine

HCID 15049900Ethyl 3-oxothiane-4-carboxylate

生成物 1

HCID 199886062-methylthio-5,6,7,9-tetrahydrothiopyrano[3,4-d]-1,2,4-triazolo[1,5-a]pyrimidine-5(10H)-one収率 62.9%

実験手順

0.976 g (0.0075 mole) of 5-amino-3-methylthio-1H-1,2,4-triazole are dissolved in 6 ml of acetic acid, then 1.368 g (0.075 mole) of ethyl 3-oxo-3,4,5,6-tetrahydro-2H-thiopyrane-4-carboxylate are added and the reaction mixture is boiled for 30 minutes. The precipitated product is filtered off from the hot solution, washed with water and recrystallized from dimethylformamide. Thus 1.2 g (62.9%) of 2-methylthio-5,6,7,9-tetrahydrothiopyrano[3,4-d]-1,2,4-triazolo[1,5-a]pyrimidine-5(10H)-one are obtained which melt at 294°-297° C.