تفاعل #685009

معادلة التفاعل

(2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone

phthalic anhydride

→

2-[3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl]isoindoline-1,3-dione

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىprepared
2. 2
   درجة الحرارةthe mixture is heated
3. 3
   درجة الحرارةto reflux for 15 h
4. 4
   أخرىThe solvent is evaporated in vacuo
5. 5
   workup.DISSOLUTIONthe residual material is dissolved in ethyl acetate (20 mL)
6. 6
   غسيلThe organic solution is washed with a saturated aqueous solution of NaHCO3 (5 mL), water (5 mL)
7. 7
   تجفيفbrine (5 mL), dried (Na2SO4)
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated in vacuo
10. 10
    ترشيحfiltered

الإجراء التجريبي

To a solution of (2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone (532 mg, 2 mmol; prepared as described in U.S. Pat. No. 6,323,214) in acetic acid (15 mL) is added phthalic anhydride (360 mg, 2.4 mmol) and the mixture is heated to reflux for 15 h. The solvent is evaporated in vacuo and the residual material is dissolved in ethyl acetate (20 mL). The organic solution is washed with a saturated aqueous solution of NaHCO3 (5 mL), water (5 mL), then brine (5 mL), dried (Na2SO4), filtered, and concentrated in vacuo. The crude product is stirred for 1 h in petroleum ether (20 mL), then filtered, affording (2-[3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl]isoindoline-1,3-dione as a yellow powder. 1H NMR (CDCl3) δ: 2.10 (s, 3H), 2.43 (s, 3H), 7.24 (d, J=8.4 Hz, 2H), 7.64 (d, J=8.4 Hz, 2H), 7.78 (m, 4H).

المصدر