ChemicalBook--->CAS DataBase List--->38267-96-8

38267-96-8

38267-96-8 Structure

38267-96-8 Structure
IdentificationBack Directory
[Name]

6-Bromo-4-chloroquinazoline
[CAS]

38267-96-8
[Synonyms]

4-Chloro-6-bromoquinazoline
6-BROMO-4-CHLOROQUINAZOLINE
6-Bromo-4-chloroquinazoli...
6-BROMO-4-CHLOROQUINAZOLINE, 95+%
6-Bromo-4-chloro-quinazoline hydrochloride
6-Bromo-4-chloroquinazoline ISO 9001:2015 REACH
[EINECS(EC#)]

202-766-3
[Molecular Formula]

C8H4BrClN2
[MDL Number]

MFCD01862191
[MOL File]

38267-96-8.mol
[Molecular Weight]

243.49
Chemical PropertiesBack Directory
[Melting point ]

160-163 °C
[Boiling point ]

339.7±22.0 °C(Predicted)
[density ]

1.763
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[pka]

0.07±0.30(Predicted)
[Appearance]

White to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933599590
Spectrum DetailBack Directory
[Spectrum Detail]

6-Bromo-4-chloroquinazoline(38267-96-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-Bromoquinazolin-4-ol

32084-59-6

6-Bromo-4-chloroquinazoline

38267-96-8

General procedure for the synthesis of 4-chloro-6-bromoquinazoline from 6-bromo-3H-quinazolin-4-one (20 g, 89 mmol): 6-bromo-3H-quinazolin-4-one was suspended in 140 mL of phosphorus oxychloride (POCl3), and the reaction was stirred for 3 hr at 140 °C. After completion of the reaction, the reaction mixture was concentrated under vacuum and the residue was dissolved in 500 mL of dichloromethane (CH2Cl2). The reaction solution was neutralized with 200 g of solid sodium bicarbonate (NaHCO3), filtered, and the filtrate was evaporated under vacuum to afford 4-chloro-6-bromoquinazoline (21 g, 95% yield) as a beige solid. The product was characterized by 1H-NMR (400 MHz, CDCl3, 298 K): δ 7.98 (d, 1H), 8.09 (d, 1H), 8.5 (s, 1H), 9.1 (s, 1H). Mass spectrometry (MS) analysis showed [M + 1]+ m/z 243.0-244.9, retention time (Rt) = 1.24 min.

[References]

[1] Patent: WO2013/57711, 2013, A1. Location in patent: Page/Page column 57
[2] Patent: WO2013/88404, 2013, A1. Location in patent: Page/Page column 186
[3] Patent: US2015/342951, 2015, A1. Location in patent: Paragraph 0974-0975
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 8, p. 762 - 767
[5] Patent: TWI557109, 2016, B. Location in patent: Page/Page column 48; 49; 83
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