| Identification | Back Directory | [Name]
6-METHOXY-QUINAZOLIN-4-YLAMINE | [CAS]
50424-28-7 | [Synonyms]
4-Chloro-6-methoxy-quizoline
4-Chloro-6-Methoxyquinazo...
6-METHOXY-QUINAZOLIN-4-YLAMINE
Quinazoline, 4-chloro-6-methoxy-
4-chloro-6-Methoxy-4a,8a-dihydroquinazoline | [Molecular Formula]
C9H7ClN2O | [MDL Number]
MFCD06738759 | [MOL File]
50424-28-7.mol | [Molecular Weight]
194.62 |
| Chemical Properties | Back Directory | [Melting point ]
107.5-108 °C | [Boiling point ]
323.0±22.0 °C(Predicted) | [density ]
1.333±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [pka]
0.59±0.30(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
Step 2. Synthesis of 4-chloro-6-methoxyquinazoline
0.852 mmol of 6-methoxy-4(1H)-quinazolinone was mixed with 1.022 mmol of phosphorus pentachloride (PCl5) in 0.4 M solution of dichloroethane (DCE). The reaction mixture was reacted in a microwave reactor at 150°C for 400 seconds. After completion of the reaction, the mixture was diluted with dichloromethane (CH2Cl2) and washed sequentially with water and saturated saline. The organic layer was separated, dried over anhydrous magnesium sulfate (MgSO4), filtered and the excess solvent was removed by rotary evaporator to afford 4-chloro-6-methoxyquinazoline in 75% yield. The product was used directly in the subsequent reaction without further purification. m/z = 195 ([M+H]+) was shown by LC-MS analysis. | [References]
[1] Patent: WO2006/71875, 2006, A1. Location in patent: Page/Page column 91
[2] Journal of the American Chemical Society, 1946, vol. 68, p. 1301
[3] Journal of the Chemical Society, 1947, p. 890,894
[4] Patent: WO2009/63054, 2009, A1. Location in patent: Page/Page column 48; 108
[5] Organic Letters, 2010, vol. 12, # 3, p. 552 - 555 |
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