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ChemicalBook > CAS DataBase List > 4,6-Dichloroquinazoline

4,6-Dichloroquinazoline

Application
Product Name
4,6-Dichloroquinazoline
CAS No.
7253-22-7
Chemical Name
4,6-Dichloroquinazoline
Synonyms
6-dichloroquinazoline;4,6-DICHLOROQUINAZOLINE;Quinazoline, 4,6-dichloro-
CBNumber
CB2759151
Molecular Formula
C8H4Cl2N2
Formula Weight
199.04
MOL File
7253-22-7.mol
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4,6-Dichloroquinazoline Property

Melting point:
155-156 °C
Boiling point:
305.7±22.0 °C(Predicted)
Density 
1.486±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.11±0.30(Predicted)
Appearance
Off-white to yellow Solid
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S658367
Product name
4,6-DICHLOROQUINAZOLINE
Purity
Aldrich<sup>CPR</sup>
Packaging
1 unit
Price
$113
Updated
2025/07/31
Sigma-Aldrich
Product number
S658367
Product name
4,6-DICHLOROQUINAZOLINE
Purity
AldrichCPR
Packaging
25MG
Price
$110
Updated
2024/03/01
TRC
Product number
D438490
Product name
4,6-Dichloroquinazoline
Packaging
10mg
Price
$45
Updated
2021/12/16
TRC
Product number
D438490
Product name
4,6-Dichloroquinazoline
Packaging
50mg
Price
$60
Updated
2021/12/16
Matrix Scientific
Product number
072010
Product name
4,6-Dichloroquinazoline
Purity
95+%
Packaging
1g
Price
$76
Updated
2021/12/16
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4,6-Dichloroquinazoline Chemical Properties,Usage,Production

Application

4,6-Dichloroquinazoline is widely used due to its high pharmacological activity and diverse biological activities. It possesses two carbon-nitrogen double bonds and is widely found in various alkaloids and organic molecules with biopharmacological activity. Its activities include antitumor, antimalarial, anti-inflammatory, antibacterial, anticonvulsant, antituberculosis, and antihypertensive effects.

Synthesis

16064-14-5

7253-22-7

General procedure for the synthesis of 4,6-dichloroquinazoline from 6-chloroquinazolin-4-one: 6-chloroquinazolin-4-one (400 mg, 2.21 mmol, 1.0 eq.), phosphoryl chloride (1.99 mL, 21.4 mmol, 9.64 eq.) and triethylamine (0.99 mL, 7.11 mmol, 3.21 eq.) were mixed under nitrogen protection in a reaction flask. The reaction mixture was stirred and refluxed for 2.5 hours at room temperature. Upon completion of the reaction, the solvent was removed by rotary evaporation and the residue was recrystallized twice with toluene to give a brown solid. The solid was dissolved in dichloromethane (25 mL) and the organic phase was washed twice with saturated ammonium chloride solution (25 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated to give a brown solid. The crude product was purified by silica gel column chromatography with an eluent of 9:1 to 3:1 hexane/ethyl acetate to give 4,6-dichloroquinazoline (300 mg) as an off-white solid in 68% yield. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 9.16 (s, 1H), 8.33 (s, 1H), 8.17 (apparent t, 2H, J = 7 Hz).

References

[1] Patent: WO2015/164374, 2015, A1. Location in patent: Paragraph 00349; 00351
[2] Oriental Journal of Chemistry, 2010, vol. 26, # 4, p. 1401 - 1406
[3] Patent: US2005/54626, 2005, A1. Location in patent: Page/Page column 38
[4] Patent: WO2016/91774, 2016, A1. Location in patent: Page/Page column 21
[5] Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1982, vol. 37, # 7, p. 907 - 911

4,6-Dichloroquinazoline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4,6-Dichloroquinazoline manufacturers

Career Henan Chemical Co
Product
4,6-Dichloroquinazoline 7253-22-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200kg
Release date
2020-01-03