28888-44-0

Basic information

• Product Name: 6,7-Dimethoxyquinazoline-2,4-dione
• Synonyms: QUINAZOLINDIONE;2,4-Dihydroxy-6,7-dimethoxquinazoline;LABOTEST-BB LT00453115;2,4-DIONE-6,7-DIMETHOXYQUINAZOLINE;2,4-DIHYDROXY-6,7-DIMETHOXYQUINAZOLINE;1,2,3,4-TETRAHYDRO-6,7-DIMETHOXYQUINAZOLINE-2,4-DIONE;6,7-DIMETHOXY-(1H,3H)-2,4-QUINAZOLINDIONE;6,7-DIMETHOXY-2,4(1H,3H)-QUINAZOLINEDIONE
• CAS NO: 28888-44-0
• Molecular Formula: C₁₀H₁₀N₂O₄
• Molecular Weight: 222.2
• EINECS: 249-288-1
• Product Categories: Quinolines, Quinazolines and derivatives;Quinoline&Isoquinoline;Doxazosin;Building Blocks;Heterocyclic Building Blocks;Quinazolines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 28888-44-0.mol
• Article Data: 45

Chemical Properties

• Melting Point: 323 °C
• Boiling Point: 363.37°C (rough estimate)
• Appearance: brown powder
• Density: 1.3404 (rough estimate)
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Aqueous Acid (Sparingly)
• PKA: 10.27±0.20(Predicted)
• Water Solubility: insoluble
• BRN: 204597
• CAS DataBase Reference: 6,7-Dimethoxyquinazoline-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-Dimethoxyquinazoline-2,4-dione(28888-44-0)
• EPA Substance Registry System: 6,7-Dimethoxyquinazoline-2,4-dione(28888-44-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 28888-44-0(Hazardous Substances Data)

Usage

Chemical Properties

brown powder

Uses

Different sources of media describe the Uses of 28888-44-0 differently. You can refer to the following data:
1. An intermediate in the preparation of Alfuzosin hydrochloride (A532000), an antihypertensive.
2. 6,7-Dimethoxyquinazoline-2,4-dione (Doxazosin EP Impurity D) is an intermediate in the preparation of Alfuzosin hydrochloride (A532000), an antihypertensive.

InChI:InChI=1/C10H10N2O4/c1-15-7-3-5-6(4-8(7)16-2)11-10(14)12-9(5)13/h3-4H,1-2H3,(H2,11,12,13,14)

Upstream product

• 124-38-9 carbon dioxide 
• 26961-27-3 2-amino-4,5-dimethoxybenzonitrile 
• 1352572-08-7 ethyl 6,7-dimethoxy-4-oxo-4H-benzo[d][1,3]oxazine-2-carboxylate 
• 57-13-6 urea 
• 5653-40-7 2-Amino-4,5-dimethoxybenzoic acid 
• 26791-93-5 methyl 4,5-dimethoxy-2-nitrobenzoate 
• 2150-38-1 methyl 3,4-dimethoxybenzoate 
• 26759-46-6 methyl 2-amino-4,5-dimethoxybenzoate 
• 917-61-3 sodium isocyanate 
• 68-12-2 N,N-dimethyl-formamide 
• 4998-07-6 4,5-dimethoxy-2-nitro-benzoic acid 
• 590-28-3 potassium cyanate 
• 859912-32-6 4,5-dimethoxy-2-ureido-benzoic acid 

Downstream Products

• 938515-42-5 4-(3-carboxyanilino)-2-chloro-6,7-dimethoxyquinazo line 

Relevant articles and documents

Synthesis of 2,4-dihydroxyquinazolines using carbon dioxide in the presence of DBU under mild conditions

Chemical fixation of carbon dioxide was performed under mild conditions. Carbon dioxide (1 atm) easily reacted with 2-aminobenzonitriles at 20°C, assisted by DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) to give 2,4- dihydroxyquinazolines in excellent yields.

Proton type ionic liquid [HDBN] [2-PyOH] and preparation and application thereof

The invention discloses proton type ionic liquid [HDBN] [2-PyOH] and preparation and application thereof, and belongs to the technical field of catalysts. The preparation method comprises the steps that 1, 5-diazabicyclo [4.3. 0] nonyl-5-ene reacts with 2-hydroxypyridine to prepare protonic ionic liquid [HDBN] [2-PyOH]; and as a catalyst, the ionic liquid can catalyze CO2 and o-aminobenzonitrile compounds to efficiently react under mild conditions to obtain a series of quinazoline-2, 4 (1H, 3H)-diketone compounds. The proton type ionic liquid catalyst has the advantages of simple synthesis process, excellent catalytic performance, good substrate expansion capability, easy product separation and the like, and has a good industrial application prospect.

Synthesis method of 2, 4-(1H, 3H)-quinazolinedione and derivatives thereof

The invention discloses a synthesis method of 2, 4-(1H, 3H)-quinazolinedione and derivatives thereof. CO2 and aminobenzonitrile compounds are used as raw materials, and the 2, 4-(1H, 3H)-quinazolinedione and the derivatives thereof are obtained through a reaction by adopting a catalyst as shown in the formula I provided by the invention. Reagents used in the method are cheap and easy to obtain, the product can be synthesized through a one-step method, harsh conditions of high pressure and high temperature are not needed, no metal is left in the whole reaction system, and the used catalyst canbe recycled.