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183322-18-1

183322-18-1 Structure

183322-18-1 Structure
IdentificationMore
[Name]

4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline
[CAS]

183322-18-1
[Synonyms]

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
4-Chloro-6,7-(2-methoxyethoxy)quinazoline
4-Chloro-6,7-bis(2-methoxyethoxy)quinazolin
6,7-Bis(2-methoxyethoxy)-4-chloroquinazoline
[EINECS(EC#)]

605-994-5
[Molecular Formula]

C14H17ClN2O4
[MDL Number]

MFCD09751265
[Molecular Weight]

312.75
[MOL File]

183322-18-1.mol
Questions And AnswerBack Directory
[Synthesis]

The 4-quinazolinone analogue (8.0 mmol) was refluxed in a mixture of 27.4 mL sulfoxide containing N,N-dimethylformamide (2 drops) for 8 hours. After the reaction was complete, unreacted sulfoxide was removed under reduced pressure. The residue obtained by rotary evaporation was dissolved in dichloromethane. The solution was washed with saturated aqueous sodium bicarbonate solution and brine. The mixture was dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure to give the product.

Synthetic route from phosphine oxychloride: 40.8 g of 6,7-bis(2-methoxyethoxy)quinazolin-4(3H)-one, 25.5 g (167 mmol), and triethylamine (33.7 g (334 mmol)) were added to a three-necked flask, followed by toluene. The resulting mixture was stirred at 70–80 °C for 3 hours. After the reaction was complete, excess POCl3 was removed by rotary evaporation.

Note that the material must not come into contact with water during post-processing, otherwise it may easily deteriorate.
Synthesis of 183322-18-1

Chemical PropertiesBack Directory
[Melting point ]

105-107 °C
[Boiling point ]

446.7±45.0 °C(Predicted)
[density ]

1.257
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

DMSO: ≥20mg/mL
[form ]

powder
[pka]

0.54±0.30(Predicted)
[color ]

white to off-white
[InChI]

InChI=1S/C14H17ClN2O4/c1-18-3-5-20-12-7-10-11(16-9-17-14(10)15)8-13(12)21-6-4-19-2/h7-9H,3-6H2,1-2H3
[InChIKey]

ZPJLDMNVDPGZIU-UHFFFAOYSA-N
[SMILES]

N1=C2C(C=C(OCCOC)C(OCCOC)=C2)=C(Cl)N=C1
[CAS DataBase Reference]

183322-18-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Exclamation Mark (GHS07)
GHS05,GHS07
[Signal word ]

Danger
[Hazard statements ]

H302-H318
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22-41
[Safety Statements ]

26-39
[WGK Germany ]

3
[HS Code ]

2933599590
Hazard InformationBack Directory
[Uses]

4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline is an aurora 2 kinase inhibitor, PDGF inhibitor, useful in the treatment of cancer.
[Biological Activity]

CP-335963 is an aurora 2 kinase inhibitorPDGF inhibitorand anti-proliferative.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline(183322-18-1)1HNMR
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