59648-14-5

Usage

Uses

Used in Pharmaceutical Industry:
PYRIDAZINE-4,5-DICARBOXYLIC ACID is used as a pharmaceutical intermediate for the development of new drugs. Its unique structure and functional groups make it a promising candidate for the synthesis of various drug molecules.
Used in Organic Synthesis:
PYRIDAZINE-4,5-DICARBOXYLIC ACID is used as a key intermediate in organic synthesis, enabling the creation of a wide range of chemical compounds with diverse properties and applications.
Used in Materials Science:
PYRIDAZINE-4,5-DICARBOXYLIC ACID is used in the preparation of coordination polymers and metal-organic frameworks. Its ability to form stable coordination complexes with metal ions makes it a valuable component in the development of advanced materials with specific properties.
Used as a Corrosion Inhibitor:
PYRIDAZINE-4,5-DICARBOXYLIC ACID is used as a corrosion inhibitor for metals. Its carboxylic acid groups can form strong bonds with metal surfaces, providing protection against corrosion and extending the lifespan of metal components.
Used in Photoactive Materials Synthesis:
PYRIDAZINE-4,5-DICARBOXYLIC ACID is used as a potential component in the synthesis of photoactive materials. Its ability to absorb and emit light makes it a promising candidate for applications in solar energy conversion, photocatalysis, and other optoelectronic devices.

InChI:InChI=1/C6H4N2O4/c9-5(10)3-1-7-8-2-4(3)6(11)12/h1-2H,(H,9,10)(H,11,12)

Upstream product

• 253-52-1 PHTHALAZINE 
• 17412-11-2 dimethyl pyridazine-4,5-dicarboxylate 
• 102-08-9 N,N-diphenylthiourea 

Downstream Products

• 59648-15-6 furo<3,4-d>pyridazine-5,7-dione 
• 289-80-5 1,2-diazine 
• 15719-64-9 methylammonium carbonate 
• 154384-91-5 4-(2'5'-difluorobenzoyl)pyridazine-5-carboxylic acid 
• 75722-61-1 5-(phenylcarbamoyl)pyridazine-4-carboxylic acid 
• 50681-25-9 pyridazine-4-carboxylic acid 

Relevant academic research and scientific papers

A 'push-pull' tropylium-fused aminoporphyrazine

Crossover Linstead macrocyclization of cycloheptatrienylmaleonitrile and (dimethylamino)-maleonitrile gave access to an unsymmetrical (A3B) porphyrazine bearing six peripheral amino substituents and a fused cycloheptatrienyl ring. Subsequent hy

The synthesis of 6,9-bis[(aminoalkyl)amino] substituted benzo[g]quinoxaline-, benzo[g]quinazoline- and benzo[g]phthalazine-5,10- diones via regiospecific displacements

The synthesis of 6,9-difluoro substituted benzo[g]quinoxaline-5,10-diones (3A), benzo[g]quinazoline-5,10-diones (3B) and benzo[g]phthalazine-5,10- diones (3C) have been accomplished. Treatment of 3A, 3B or 3C with diamines or N-(t-butoxycarbonyl)ethylenediamine led to the corresponding 6,9- bis[(aminoalkyl)amino]-substituted analogues related to 2A, 2B and 2C, respectively. The mono-substituted derivatives 4h and 4i could be isolated from displacements commencing from 3A. A competitive ring-opening of the pyrimidine ring of 2C occurred during the reaction with N,N- dimethylethylenediamine. Removal of the BOC-protecting group from 2Ac led to the hydrochloride salt 2Ab. A novel synthetic pathway to 6,9- dihydroxybenzo[g]phthalazine-5,10-dione (21a) was developed. Conversion of 21a to the ditosylate 21b was readily accomplished. Treatment of 21b with N,N-dimethylethylenediamine or N-(t-butoxycarbonyl)ethylenediamine led to 2Ca and 2Cc, respectively. Removal of the BOC-protecting group from 2Cc with trifluoroacetic acid followed by ion-exchange led to the hydrochloride salt 2Cb. Treatment of ditosylate 21b with N-(t-butoxycarbonyl)ethylenediamine also led to the mono-substituted analogue 25a along with a small amount of the O-S cleavage product 25b. Treatment of 25a with N,N- dimethylethylenediamine led to the unsymmetrically substituted derivative 25c which was converted into the trifluoroacetate salt 25d.

Aza- and Diazaannulenones. Influence of Nitrogen Position on Their Reactivity and Stability

Three new elusive intermediates, 3-aza-2,4-cyclopentadienone, 2,5-diaza-2,4-cyclopentadienone, and 3,4-diaza-2,4-cyclopentadienone, are reported.The three species can act either as dienes or as dienophiles in Diels-Alder reactions.The influence of the number and position of nitrogen atoms on their stability is studied.

Pyridazine-4,5-dicarboxylic Anhydride: Versatile Synthon for the Preparation of 1,3,7,8-Tetra-azaspirodecane Derivatives with Nitrogen 1,3-Binucleophiles

The title compound (1) reacted smoothly with 1,2,3-triphenyl- and 1,3-diphenyl-guanidine, with N,N'-diphenyl- and N-phenyl-thiourea, and with benzamidine to give in very good yields the 1,3,7,8-tetra-azaspirodecane derivatives (2), (4), (6), (9), and (11), respectively, through a Smiles-type rearrangement.The reaction of compound (1) with 1,3-diphenylguanidine showed a different regiospecificity from that observed for the spiro-cyclization of dimethyl pyridazine-4,5-dicarboxylate (15) into methyl 4-oxo-1-phenyl-2-phenylimino-1,3,7,8-tetra-azaspirodeca-6,9-diene- 10-carboxylate (19), carried out with the same reagent in the presence of sodium hydride.The structures of the new heterospiro compounds were determined on the basis of chemical and specteroscopic evidence.