80721-47-7

Basic information

• Product Name: 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE
• Synonyms: 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE;4,5-Dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic Acid 2-Ethyl 7,9-DiMethyl Ester
• CAS NO: 80721-47-7
• Molecular Formula: C₁₈H₁₄N₂O₈
• Molecular Weight: 386.31236
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 80721-47-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 228-230°C
• Boiling Point: 654.0±55.0 °C(Predicted)
• Appearance: /
• Density: 1.481±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 8.69±0.20(Predicted)
• Stability: Light Sensitive, Moisture Sensitive, Temperature Sensitive
• CAS DataBase Reference: 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE(80721-47-7)
• EPA Substance Registry System: 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE(80721-47-7)

Safety Data

• Hazardous Substances Data: 80721-47-7(Hazardous Substances Data)

Usage

Description

7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE, with the chemical abstracts service (CAS) number 80721-47-7, is a complex organic compound that plays a significant role in the field of organic synthesis. Its unique molecular structure, featuring a pyrrolo-quinoline core with various functional groups, endows it with versatile chemical properties and potential applications in the synthesis of other organic compounds.

Uses

Used in Organic Synthesis:
7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE is used as a key intermediate in the synthesis of various organic compounds. Its presence in the reaction mixture can facilitate the formation of desired products through a range of chemical reactions, such as condensation, substitution, and rearrangement processes. 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE's methoxycarbonyl and ethoxycarbonyl groups provide opportunities for further functionalization, making it a valuable building block in the development of novel organic molecules with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE is used as a precursor for the synthesis of bioactive molecules with potential therapeutic applications. Its unique structure can be modified to create new drug candidates that target specific biological pathways or receptors, contributing to the discovery of innovative treatments for various diseases and conditions.
Used in Agrochemical Industry:
7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE also finds applications in the agrochemical industry, where it serves as a starting material for the development of new pesticides or herbicides. Its chemical properties can be harnessed to create compounds that effectively control pests and weeds, thereby enhancing crop yields and ensuring food security.
Used in Dye and Pigment Industry:
In the dye and pigment industry, 7,9-DIMETHOXYCARBONYL-2-ETHOXYCARBONYL-1H-PYRROLO-[2,3-F]QUINOLINE-4,5-DIONE is utilized as a building block for the synthesis of novel dyes and pigments. Its structural features can be exploited to create colorants with improved properties, such as enhanced color strength, stability, and environmental friendliness, which can be used in various applications, including textiles, plastics, and printing inks.

Upstream product

• 107575-60-0 6-amino-5-methoxy-2-ethoxycarbonylindole 
• 119825-27-3 6-(Formylamino)-5-methoxyindol-2-carbonsaeure-ethylester 
• 107575-59-7 ethyl pyruvate 3-formamido-4-methoxyphenyl-hydrazone 
• 78939-34-1 N-(5-amino-2-methoxylphenyl)formamide 
• 328-50-7 α-ketoglutaric acid 
• 149686-06-6 N-(2-methoxyl-5-nitrophenyl)formamide 
• 99-59-2 3-amino-4-methoxynitrobenzene 
• 80721-44-4 3-Nitro-4,5-dioxo-4,5-dihydro-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid 2-ethyl ester 7,9-dimethyl ester 
• 80721-45-5 3-Amino-4,5-dihydroxy-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid 2-ethyl ester 7,9-dimethyl ester 
• 98126-27-3 2-Benzyloxycarbonylamino-4-(6-chloro-2-ethoxycarbonyl-4-hydroxy-5-oxo-5H-indol-7-yl)-pentanedioic acid dimethyl ester 
• 204922-65-6 2-Benzyloxycarbonylamino-4-nitro-pentanedioic acid dimethyl ester 
• 98126-24-0 4-Hydroxy-5-oxo-5H-indole-2-carboxylic acid ethyl ester 
• 24985-85-1 ethyl 5-hydroxyindole-2-carboxylate 
• 78939-37-4 4-oxo-pent-2-enedioic acid dimethyl ester 

Downstream Products

• 72909-34-3 pyrroloquinoline quinone 
• 73030-04-3 4,5-dihydro-5-hydroxy-4-oxo-5-(2-oxopropyl)-1H-pyrrolo<2,3-f>quinoline-2,7,9-tricarboxylic acid 

Relevant articles and documents

Pyrroloquinoline quinone synthetic method

The invention discloses a synthetic method of pyrroloquinoline quinone. The synthetic method comprises the following steps: carrying out alkali treatment on 2-methoxy-5-nitroaniline hydrochloride as a raw material, so as to obtain a compound 1; carrying out formylation on the compound 1 under a catalysis condition of an ionic liquid, so as to obtain a compound 2; adopting sodium borohydride to reduce the compound 2 to obtain a compound 3; carrying out diazotization on the compound 3, and then enabling action between the diazotized compound 3 and HBF4 to obtain a compound 4; enabling reaction of the compound 4 and 2-methylethyl acetoacetate to obtain a compound 5; treating the compound 5 with formic acid to obtain a compound 6; carrying out amid catalysis and exchange with the ionic liquid on the compound 6 to obtain a compound 7; enabling reaction of the compound 7 and 2-oxodimethyl glutaconate to obtain a compound 8; feeding hydrogen chloride to the compound 8 under the action of Cu(OAc)2*2H2O to obtain a compound 9; carrying out basic hydrolysis on the compound 9 to obtain a compound 10. The synthetic method disclosed by the invention is cheap and accessible in raw materials, stable, high in reaction yield, quick in reaction, and easy for product separation, and is environment-friendly as the catalyst can be recycled.

Preparation of PQQ in the kg Scale

The improvement of the PQQ synthesis according to the method of Corey and Tramontano allows the preparation of the triester of this cofactor in the kg scale with an overall yield of 13percent (average 78percent per step), without a bottleneck in the sequence and with crystalline, analytically pure intermediates.The new purification of free PQQ from conc.H2SO4 is remarkable with respect to the application as well as to the stability of this natural product.

A Synthesis of Methoxantin

-