Uses
ChemicalBook > CAS DataBase List > 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE

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
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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
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
22
RIDADR 
UN2811
HazardClass 
IRRITANT
HS Code 
2933599590
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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.

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N-Bromosuccinimide Price

TRC
Product number
B688253
Product name
6-Bromoquinazoline-2,4(1H,3H)-dione
Packaging
1g
Price
$75
Updated
2021/12/16
AK Scientific
Product number
A980
Product name
6-Bromo-2,4(1H,3H)-quinazolinedione
Packaging
1g
Price
$89
Updated
2021/12/16
Matrix Scientific
Product number
046995
Product name
6-Bromo-2,4(1H,3H)-quinazolinedione
Purity
95%
Packaging
5g
Price
$89
Updated
2021/12/16
Apolloscientific
Product number
OR12053
Product name
6-Bromoquinazoline-2,4(1H,3H)-dione
Packaging
5g
Price
$89
Updated
2021/12/16
SynQuest Laboratories
Product number
4H48-9-Z7
Product name
6-Bromoquinazoline-2,4(1H,3H)-dione
Packaging
5G
Price
$98
Updated
2021/12/16
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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

Raw materials

Preparation Products

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View Lastest Price from 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE manufacturers

Career Henan Chemical Co
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

88145-89-5, 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONERelated Search:


  • 6-BROMO-2,4(1H,3H)-QUINAZOLINEDIONE
  • 6-Bromo-1H,3H-quinazoline-2,4-dione
  • 6-bromoquinazoline-2,4(1H,3H)-dione
  • 6-bromo-1H-quinazoline-2,4-dione
  • 6-broMo-1,2,3,4-tetrahydroquinazoline-2,4-dione
  • 6-broMo-1,2,3,4-tetrahydroquin
  • 6-Bromoquinazoline-2,4-dione
  • 2,4(1H,3H)-Quinazolinedione, 6-bromo-
  • 6-Bromoquinazoline-2,4(1H,3H)-dione,97%
  • 88145-89-5