34403-64-0Relevant academic research and scientific papers
A convenient synthesis of 1-alkyl-1-phenylhydrazines from N-aminophthalimide
Nara, Shigeru,Sakamoto, Takeshi,Miyazawa, Etsuko,Kikugawa, Yasuo
, p. 87 - 98 (2007/10/03)
N-Alkylaminophthalimides were synthesized by condensation of N-aminophthalimide with aldehydes, and subsequent reduction of the intermediate with pyridine-borane in acetic acid. N-Phenylation and removal of the phthalimide group gave 1-alkyl-1-phenylhydrazines in high yield.
Reactions of N-Aminophthalimide With Electrophiles. II. Preparation and Properties of Araldehyde Hydrazones
Hearn, Michael J.,Lucero, Elena R.
, p. 1537 - 1539 (2007/10/02)
N-Aminophthalimide (I) reacted with a variety of aromatic aldehydes to give the related arylideneaminophthalimides (III-X), although typical ketones such as acetone and benzophenone did not under the specific conditions employed.Catalytic reduction of benzylideneaminophthalimide (III) led to N-benzylaminophthalimide (XI), a stable acid-free precursor of benzylhydrazine.
Cleavage Reactions of N-Arylmethyleneaminophthalimides with Nucleophilic Reagents
Ismail, M. Fekry,Kandile, Nadia G.
, p. 462 - 464 (2007/10/02)
N(p-Chlorobenzylideneamino)phthalimide (1a) reacts with phenylmagnesium bromide and benzylmagnesium chloride to give 3-hydroxy-3-phenyl-2-(α-phenyl-p-chlorobenzylamino)-1-isoindolinone (3) and o-phenacetylbenzoic acid α-phenyl-p-chlorobenzylhydrazide (4), respectively while with p-tolyl- and p-methoxyphenyl-magnesium bromides the cleavage products (5a and 5b) are obtained.Phthalimides (1a-c) when reacted with benzylamine undergo cleavage to give N,N-dibenzylphthalamide (6).N-p-Methoxybenzylideneaminophthalimide (1b) fails to react with phenylhydrazine or maleic anhydride.However, N-aminophthalimide (2) reacts with maleic anhydride to give the acid (8).
