16067-65-5

Upstream product

• 85-44-9 phthalic anhydride 
• 613-94-5 benzoic acid hydrazide 
• 1875-48-5 N-aminophthalamide 
• 98-88-4 benzoyl chloride 
• 16067-61-1 1-Benzoyl-2-(o-carboxy-benzoyl)-hydrazin 
• 10364-94-0 1-benzoylimidazole 
• 555-96-4 Benzylhydrazine 
• 93-58-3 benzoic acid methyl ester 
• 65-85-0 benzoic acid 

Downstream Products

• 613-94-5 benzoic acid hydrazide 
• 287729-09-3 N-methyl-N-benzoylaminophthalimide 
• 287729-10-6 N-benzyl-N-benzoylaminophthalimide 
• 38663-32-0 1-benzyl-1-benzoylhydrazine 
• 1483-24-5 1-methyl-1-benzoylhydrazine 
• 662148-96-1 N'-benzoyl-N'-benzyl-N-[2-(pyrrolidine-1-carbonyl)-benzoyl]-hydrazinecarboxylic acid tert-butyl ester 
• 109396-14-7 N^α-benzoyl-N^α-benzyl-N^β-(tert-butyloxycarbonyl)hydrazine 

Relevant academic research and scientific papers

Green synthesis of benzamide-dioxoisoindoline derivatives and assessment of their radical scavenging activity – Experimental and theoretical approach

A series of benzamide-dioxoisoindoline derivatives 3 was obtained, starting from phthalic anhydride and different benzoyl hydrazides 2, by ultrasound irradiation in water as solvent and without any catalyst. Five obtained compounds have been reported in this study for the first time and crystal structure of compound 3h was determined. All compounds were subjected to experimental determination of their antioxidative potential. DPPH test revealed that newly synthesized phenolic compounds 3d, 3e, and 3j are the best antioxidants. Additionally, probable radical scavenging pathway was analysed for reactions of the most active compounds and some radicals that can be found in living cells.

Preparation of Multiply Protected Alkylhydrazine Derivatives by Mitsunobu and PTC Approaches

Alkylation reactions of hydrazine derivatives by Mitsunobu or PTC approaches are described. It has been shown that aminophthalimide derivatives are better acidic partners than their aminoimidodicarbonate (NBoc2) analogues, the presence of the phthaloyl group increasing the acidity of the sole proton and concomitantly reducing steric hindrance. Moreover, N-aminophthalimide derivatives can be efficiently converted into the corresponding N-amino-imidodicarbonates by a three-stage, one-flask procedure under very mild conditions. These procedures can also be efficiently used for the preparation of orthogonally Nα,Nβ -diprotected α-hydrazino esters. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).

Use of N-acyl or N-alkyloxycarbonyl-aminotetrachlorophthalimides for the preparation of alkylhydrazines via the mitsunobu protocol

N-acyl and N-alkyloxycarbonyl tetrachloro-aminophthalimides which are best acidic partners in the Mitsunobu reaction and more easily dephthaloylated than their unsubstituted analogs can be used efficiently for the preparation of 1,1-substituted hydrazines.

New Synthesis of 1,1-Substituted Hydrazines by Alkylation of N-Acyl- or N-alkyloxycarbonylaminophthalimide Using the Mitsunobu Protocol

N-acyl- and N-alkoxycarbonylaminophthalimides are prepared using a convenient reaction and are efficiently used as acid partners in Mitsunobu reaction. This reaction allows them to be alkylated by primary, secondary or benzyl groups. Comparison of the reactivities and pKa values of these N-substituted aminophthalimides suggest that the success of the Mitsunobu reaction in this case seems to be governed more by steric than by electronic effects. A final dephthaloylation step results in an efficient method for the preparation of 1,1-substituted hydrazines.

Synthesis of N-(protected)aminophthalimides: Application to the synthesis of singly labelled isoniazid

The synthesis of a series of N-(protected)aminophthalimides and the removal of their phthaloyl group leading to N-(protected) or N,N-bis(protected)hydrazines is described. As illustrated by the synthesis of monolabelled isoniazid 3b*, this strategy can be utilized for the preparation of monolabelled substituted hydrazines.

Synthesis and Spectra of Some Phthalimido Derivatives

The reactions of some aroylhydrazines and amino derivatives of heterocyclic compounds with phthalic anhydride were investigated.Dehydration of the prepared carboxybenzoyl derivatives afforded the corresponding phthalimido products.The structures were confirmed by IR, proton NMR, and mass spectra.

Oxadiazole benzoic acid derivatives as herbicides

New 2-(1,3,4-oxadiazole-2-yl) benzoic acids and salts and esters thereof, as well as certain 2-(2-oxazolyl) benzoic acids, salts and esters, having the formula: SPC1 Where X is nitrogen or C-R" (R" being hydrogen or methyl), R is phenyl or various substituents, and R' and the Y's are hydrogen or various substituents, are effective preemergence or postemergence herbicides, on various crops. The chemicals act selectively and are useful against purple nutsedge and in cranberry. Oxadiazoles of the invention may be made by reacting a benzhydrazide with phthalic anhydride to form a hydrazide which is cyclized by removal of the elements of water, using as a catalyst fuming sulfuric acid or dimethylformamide-sulfur trioxide complex.