تفاعل #325381

معادلة التفاعل

anthranilic acid

methylamine

triethylorthopropionate

pTSA

→

product

المردود 73.0%

2-Ethyl-3-methyl-3H-quinazolin-4-one

المردود 73.0%

المذيبات

NaOH

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added
2. 2
   workup.STIRRINGthe mixture stirred vigourously
3. 3
   ترشيحThe resulting precipitate was filtered
4. 4
   غسيلwashed with water
5. 5
   أخرىdried under high vacuum

الإجراء التجريبي

A mixture of anthranilic acid (13.7 g, 100 mmol), methylamine (2M solution in methanol, 100 mL, 200 mmol), triethylorthopropionate (40 mL, 200 mmol), pTSA (catalytic amount) was heated at 70° C. with stirring for 3 days. The reaction mixture was cooled to room temperature, IN NaOH solution (160 mL) was added and the mixture stirred vigourously. The resulting precipitate was filtered, washed with water and dried under high vacuum to yield the product as a fluffy white solid (13.67 g, 73%). 1H NMR (400 MHz, CDCl3) δ 1.41 (t, 3H, J=7.4 Hz), 2.87 (q, 2H, J=7.4 Hz), 3.64 (s, 3H), 7.44 (t, 1H, J=8.1 Hz), 7.65 (dd, 1H, J=8.8, 0.7 Hz), 7.72 (t, 1H, J=8.4 Hz), 8.27 (dd, 1H, J=9.2, 1.8 Hz); ESI-MS m/z 189.0 (M+1)+.

المصدر