Table 3: Summary of physical and IR spectroscopic data of the 1-(4-chlorophenyl)-4-(2-aryl-1-diazenyl)-piperazine series (14).

Series # X % Yield M.P. (°C) Recr. Solv. Crystal
Appearance
IR (cm-1)
14a p-CO2CH3 36 211.0 - 211.8 Ethanol Orange-Yellow
Needles
OOP
C=O
C-O
865
1704
1272
14b p-CN 49 185.3 - 186.0 Ethanol Gold needles OOP
C≡N
850
2218
14c p-Br 93 226.8 - 227.8 Ethanol Creamy yellow
Needles
OOP 837
14d p-CH3 52 195.2 - 196.3 Ethanol Pale pink
Needles
OOP 816
14e p-OCH3 30 192.9 - 194.0 Ethanol Pale pink
Plates
OOP
C-O
836
1028, 1240
14f p-NO2 89 218.5 - 221.4 Ethyl acetate Lustrous
Blood-red
needles
OOP
NO2
863
1327, 1506