6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE
Uses- Product Name
- 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE
- CAS No.
- 88145-89-5
- Chemical Name
- 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE
- Synonyms
- 6-bromoquinazoline-2,4(1H,3H)-dione;6-Bromoquinazoline-2,4-dione;6-broMo-1,2,3,4-tetrahydroquin;6-bromo-1H-quinazoline-2,4-dione;6-Bromo-1H,3H-quinazoline-2,4-dione;6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE;2,4(1H,3H)-Quinazolinedione, 6-bromo-;6-Bromoquinazoline-2,4(1H,3H)-dione,97%;6-broMo-1,2,3,4-tetrahydroquinazoline-2,4-dione
- CBNumber
- CB1166107
- Molecular Formula
- C8H5BrN2O2
- Formula Weight
- 241.04
- MOL File
- 88145-89-5.mol
6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE Property
- Melting point:
- >300
- Density
- 1.752±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- form
- Solid
- pka
- 10.37±0.20(Predicted)
- color
- Off-white
- InChI
- InChI=1S/C8H5BrN2O2/c9-4-1-2-6-5(3-4)7(12)11-8(13)10-6/h1-3H,(H2,10,11,12,13)
- InChIKey
- JZDVFUAHGLJVQG-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(Br)C=C2)C(=O)NC1=O
- CAS DataBase Reference
- 88145-89-5
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B688253
- Product name
- 6-Bromoquinazoline-2,4(1H,3H)-dione
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- A980
- Product name
- 6-Bromo-2,4(1H,3H)-quinazolinedione
- Packaging
- 1g
- Price
- $89
- Updated
- 2021/12/16
- Product number
- 046995
- Product name
- 6-Bromo-2,4(1H,3H)-quinazolinedione
- Purity
- 95%
- Packaging
- 5g
- Price
- $89
- Updated
- 2021/12/16
- Product number
- OR12053
- Product name
- 6-Bromoquinazoline-2,4(1H,3H)-dione
- Packaging
- 5g
- Price
- $89
- Updated
- 2021/12/16
- Product number
- 4H48-9-Z7
- Product name
- 6-Bromoquinazoline-2,4(1H,3H)-dione
- Packaging
- 5G
- Price
- $98
- Updated
- 2021/12/16
6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE Chemical Properties,Usage,Production
Uses
6-Bromoquinazoline-2,4-dione, also known as hexabromoquinazoline-2,4(1H,3H)-dione, is a common derivative of quinazoline-2,4-one. Quinazoline ones are an important class of compounds containing pyrimidine heterocycles. Due to their simple structure and ease of modification, they are important intermediates in fine chemical and pharmaceutical synthesis and are widely used in antibacterial, anti-inflammatory, antihypertensive, anticonvulsant, and antitumor drugs. Quinazoline-2,4-dione derivatives possess excellent biological activities and have been widely used in pesticides and pharmaceuticals, exhibiting bactericidal, herbicidal, insecticidal, anticonvulsant, and neuroprotective activities. Among them, 6-substituted 2,4-quinazoline diones, due to their broad biological activities, can be used as drugs such as anti-HIV agents and protein tyrosine kinase inhibitors, and also as pesticides such as insecticides and fungicides.
Synthesis
124-38-9
39263-32-6
88145-89-5
General procedure for the synthesis of 6-bromoquinazoline-2,4-dione from carbon dioxide and 2-amino-5-bromobenzonitrile: 2-amino-5-bromobenzonitrile (10 g, 52 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (30 mL, 200 mmol) were dissolved in dimethylformamide (DMF) (50 mL) at The reaction was stirred in a carbon dioxide atmosphere (maintained by an attached latex balloon) under oil bath heating at 100 °C for 48 hours. Upon completion of the reaction, the reaction solution was removed from the heating source and slowly poured into ice bath cooled 1N HCl solution (500 mL) to precipitate a solid. The solid product was collected by filtration, washed with deionized water and dried to give 6-bromo-1H-quinazoline-2,4-dione as a yellow solid (12 g, quantitative yield). Thin layer chromatography (TLC) analysis showed an Rf value of 0.27 (unfolding agent: dichloromethane solution in 5% methanol).1H NMR (DMSO-d6, 300 MHz) δ 11.41 (s, 1H), 11.27 (s, 1H), 7.91 (d, J = 2.3 Hz, 1H), 7.77 (dd, J1 = 8.8 Hz, J2 = 2.3 Hz, 1H), 7.11 (dd, J1 = 8.8 Hz, J2 = 2.3 Hz, 1H), 7.11 (dd, J1 = 2.3 Hz, 2.3 Hz, 2.3 Hz, 1H). 1H), 7.11 (d, J = 8.8 Hz, 1H). Electrospray ionization mass spectrometry (ESI-MS) analysis: m/z calculated value C8H5BrN2O2 [M]+: 240.0; measured value: 241.0 [M+H]+.
References
[1] Patent: WO2004/99159, 2004, A1. Location in patent: Page 34; 58; 68
[2] RSC Advances, 2015, vol. 5, # 7, p. 5032 - 5037
[3] Catalysis Science and Technology, 2016, vol. 6, # 5, p. 1435 - 1441
[4] Tetrahedron, 2018, vol. 74, # 24, p. 2914 - 2920
[5] RSC Advances, 2015, vol. 5, # 20, p. 15668 - 15673
6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE Preparation Products And Raw materials
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View Lastest Price from 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE manufacturers
- Product
- 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE 88145-89-5
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2019-12-25