84257-69-2Relevant articles and documents
Substitution and Ring Closure Reactions of Phthalazine Derivatives
Badr, M. Z. A.,El-Sherief, H. A.,El-Naggar, G. M.,Mahgoub, S. A.
, p. 471 - 475 (2007/10/02)
1-(Phenylthio)- and 1-(hydroxycarbonylmethylthio)-4-methylphthalazines were prepared from 1-chloro-4-methylphthalazines (1).A series of 2-benzyl- and benzenesulfonyl derivatives was prepared from the corresponding halides and 4-methyl-1(2H)-phthalazinone (4). 4-Methyl-1(2H)-phthalazinthione (6) was substituted at SH group to give 1-(benzylthio)- and 1-(ethoxycarbonylmethylthio)-4-methylphthalazines, 7 and 8 respectively.Treatment of hydrazine hydrate with 8 produced 1-hydrazino-4-methylphthalazine (10).However, when the latter compound was treated with 1 it gave 1,2-bis-(4-methylphthalazinyl)hydrazine.Treatment of 10 with aromatic aldehydes in glacial acetic acid gave the corresponding 3-phenyl-s-triazolo-6-methylphthalazines 13. 1-Hydrazino-4-methylphthalazine (10) underwent cyclization reactions with acetic anhydride, ethyl chloroformate, carbon disulphide, ethyl formate, ethyl oxalate and with nitrous acid to give the corresponding triazolo-, triazino- and tetrazolophthalazine compounds.