57560-84-6

Upstream product

• 108-30-5 succinic acid anhydride 
• 1904-58-1 anthranilic acid hydrazide 
• 120572-48-7 methyl β-(3-amino-4-oxoquinazolin-2-yl)propionate 
• 120572-51-2 β-(3-amino-4-oxoquinazolin-2-yl)propionic hydrazide 
• 120572-49-8 ethyl β-(3-amino-4-oxoquinazolin-2-yl)propionate 
• 57560-83-5 4-[2-(2-aminobenzoyl)hydrazino]-4-oxobutanoic acid 
• 245724-38-3 Succinic N'-[2-(3-carboxypropionylamino)benzoyl]hydrazide 
• 5694-37-1 o-carboxysuccinanilic acid 
• 59868-50-7 4-[2-(methoxycarbonyl)anilino]-4-oxobutanoic acid methyl ester 
• 108540-96-1 4-[{2-(methoxycarbonyl)phenyl}amino]-4-oxobutanoic acid 
• 84312-90-3 3-Amino-2-(β-carboxyethyl)-4(3H)-quinazolinone 
• 118-92-3 anthranilic acid 
• 120572-46-5 ethyl β-(4-oxo-3,1-benzoxazin-2-yl)propionate 
• 120572-38-5 4-[(2-ethoxycarbonylphenyl)amino]-4-oxobutanoic acid 

Relevant academic research and scientific papers

Transformations of diacyl derivatives of anthranilic hydrazide under cyclodehydration conditions

Acylation of anthranil hydrazide with anhydrides of dicarboxylic acids afforded succinic N′-[2-(3-carboxypropionylamino)benzoyl]hydrazide, glutaric N′-[2-(4-carboxybutyrylamino)benzoyl]hydrazide, and phthalic N′-[2-(2-carboxybenzoylamino)benzoyl]hydrazide. The heating of these compounds in acetic anhydride with sodium acetate yielded the corresponding diimides. The thermolysis of diacyl derivatives of the anthranilic hydrazides containing succinic and phthalic moieties furnished respectively 3,4-dihydropyridazino[2,3-b]quinazoline-2,10-dione and phthalazino[1,2-b]-quinazoline-2,12-dione. In the acetic acid form diimides or derivatives of 4-quinazolinone depending on the nature of the dicarboxylic acid.

Transformations of N'-Anthranyloylhydrazides of Dicarboxylic Acids: Synthesis of Quinazolin-4-one Derivatives

By heating of the appropriate N'-anthraniloylhydrazides of dicarboxylic acids with acetic anhydride 3-succinimido-, 3-phthalimido-, and 3-glutarimido-2-methylquinazolin-4-ones have been obtained. The result of the reaction is not affected by the amount of acetic anhydride. The same compounds were synthesized independently from 3-amino-2-methylquinazolin-4-one and anhydrides of dicarboxylic acids. Alkaline hydrolysis of the obtained compounds is followed by opening of the imide cycle. On boiling of N'-anthraniloylhydrazides of succinic and phthalic acids in ethylene glycol 3,4-dihydropyridazino[2,3-c]-quinazoline-2,10-dione and phthalazino[2,3-c]quinazoline-2,12-dione, are formed, respectively.

Reactions of Cyclic Anhydrides: Part XIII - Facile Synthesis of 1,2,3,4-Tetrahydro-10H-pyridazinoquinazoline-2,10-diones

1,2,3,4-Tetrahydro-10H-pyridazinoquinazoline-2,10-diones have been prepared by hydrazinolysis of o-alkoxycarbonylsuccinanilic acids (IIIa-d), alkyl o-alkoxycarbonylsuccinanilates (IVa-f) or alkyl β-(4-oxo-3,1-benzoxazin-2-yl)propionates (Va,b) via