
TY  - JOUR
A1  - Collins, David J. 
A1  - Hughes, Timothy C. 
A1  - Johnson, Wynona M. 
T1  - Dihydro-1,2,4-triazin-6(1<emph type="2">H</emph>)-ones. IV. Chemical Modification of 3-Phenyl-4,5-dihydro-1,2,4-triazin-6(1<emph type="2">H</emph>)-ones
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 53
IS  - 2
SP  - 137
EP  - 141
KW  - 
UR  - https://doi.org/10.1071/CH99156 
N2  - Reaction of 3-phenyl-4,5-dihydro-1,2,4-triazin-6(1H)-one (1) and its 5,5-dimethyl derivative (4) with phosphoruspentasulfide gave the corresponding 6-thiones (2) and (5); methylation of (2) gave the 6-methylsulfanyl-3-phenyl-4,5-dihydro-1,2,4-triazine (3), also obtained by reaction of 6-chloro-3-phenyl-4,5-dihydro-1,2,4-triazine (8) withsodium thiomethoxide. Reaction of (8) with morpholine afforded the 6-(morpholin-4&cent;-yl) derivative (9). Reaction of (1) with isopropyl isocyanate gave N-isopropyl-6-oxo-3-phenyl-1,4,5,6-tetrahydro-1,2,4-triazine-1-carb-oxamide (19a), and a Mannich reaction of (1) with morpholine and formaldehyde gave the 1-morpholinomethylene derivative (20a). Attempts to effect cycloaddition of 1-methyl-3-phenyl-1,2,4-triazin-6(1H)-one (12) with a benzonitrile oxide failed. Reaction of the thione (2) with 1,3-dipolarophiles gave unstable adducts. 
ER  -

