quinazoline, 7-bromo-2-chloro-
7-bromo-2-chloro-quinazoline
CAS: 953039-66-2
Molecular Formula: C8H4BrClN2
quinazoline, 7-bromo-2-chloro- - Names and Identifiers
| Name | 7-bromo-2-chloro-quinazoline |
| Synonyms | 7-bromo-2-chloroquinazoline 2-chloro-7-bromoquinazoline 7-bromo-2-chloro-quinazoline 7-BroMo-2-chloroquinazoli... quinazoline, 7-bromo-2-chloro- Quinazoline, 7-broMo-2-chloro- |
| CAS | 953039-66-2 |
| InChI | InChI=1/C8H4BrClN2/c9-6-2-1-5-4-11-8(10)12-7(5)3-6/h1-4H |
quinazoline, 7-bromo-2-chloro- - Physico-chemical Properties
| Molecular Formula | C8H4BrClN2 |
| Molar Mass | 243.49 |
| Density | 1.762±0.06 g/cm3 (20 ºC 760 Torr) |
| Boling Point | 309.7±24.0 °C(Predicted) |
| Flash Point | 99.1°C |
| Vapor Presure | 0.0596mmHg at 25°C |
| pKa | -0.51±0.30(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.691 |
quinazoline, 7-bromo-2-chloro- - Reference Information
| Use | 7-bromo-2-chloroquinazoline is a heterocyclic derivative mainly used as a pharmaceutical intermediate. |
| preparation | 2-amino-4-bromo-benzaldehyde (13g,65mmol) in an oil bath and urea (54.6g,910mmol) was heated to 180 °c for 2 hours. The reaction was then cooled to room temperature and H2O(500ml) was added. The reaction mixture was stirred at room temperature for 1 hour. The solid was collected by filtration to give the intermediate 7-bromoquinazolin-2 (1H)-one as a white solid (16g,93% yield). Mixture of intermediate 7-bromoquinazolin-2 (1H)-One (16g,71mmol) and POCl3(280g,1.84mol) in an oil bath under N2 heating to 110 °c was continued for 3 hours. The reaction was then cooled to room temperature and poured into ice/water (4000g). The reaction mixture was stirred at room temperature for 1H and extracted with ethyl acetate (2000ml x 2). The organic layer was washed with brine and dried over anhydrous Na2SO4. The solvent was evaporated under vacuum to give the crude product. The crude product was purified by chromatography (ethyl acetate/petroleum ether 0/1 to 1/5) to give 7-bromo-2-chloroquinazoline (10g,53% yield). |
Last Update：2024-04-09 21:04:16
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