تفاعل #304074

معادلة التفاعل

3-methyl-8-(trifluoromethyl)quinoxalin-2-ol

phosphorous oxychloride

→

3-chloro-2-methyl-5-(trifluoromethyl)-quinoxaline

المذيبات

NH4OH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was cooled to room temperature
2. 2
   workup.STIRRINGwith stirring
3. 3
   workup.STIRRINGwith stirring
4. 4
   ترشيحThe resulting precipitate was collected by filtration
5. 5
   غسيلrinsed with water (100 mL)
6. 6
   أخرىdried

الإجراء التجريبي

A mixture of 3-methyl-8-(trifluoromethyl)quinoxalin-2-ol (0.8292 g, 3.634 mmol) and phosphorous oxychloride (6.653 mL, 72.68 mmol) was stirred at 100° C. After 1.5 h, the mixture was cooled to room temperature. The mixture was poured into ice (˜50 mL) with stirring and neutralized with NH4OH (30 mL) and ice with stirring. The resulting precipitate was collected by filtration, rinsed with water (100 mL), and dried to give 3-chloro-2-methyl-5-(trifluoromethyl)-quinoxaline as a pink solid: 1H NMR (400 MHz, DMF) δ ppm 8.35 (1H, d, J=8.4 Hz), 8.25 (1H, d, J=7.4 Hz), 7.94-8.02 (1H, m), 2.80 (3H, s); LC-MS (ESI) m/z 247.0 [M+H]+. The pink solid was carried on crude without purification for the next step.

المصدر