تفاعل #1673464

معادلة التفاعل

sodium carbonate

N,N-dimethylformamide

10-ethylphenothiazine

10-Ethylphenothiazine

phosphorus oxychloride

→

3,7-diformyl-10-ethylphenothiazine

3,7-Diformyl-10-ethylphenothiazine

المذيبات

water

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىsubjected to liquid separation
2. 2
   استخلاصThe aqueous layer was extracted with ethyl acetate three times
3. 3
   أخرىthe resultant organic layer collected
4. 4
   تجفيفwas dried with magnesium sulfate
5. 5
   تركيزconcentrated
6. 6
   أخرىThe residue was recrystallized from an isopropanol/ethyl acetate mixed solvent

الإجراء التجريبي

To a mixture of 6.5 g (47.7 mmol) of dehydrated zinc chloride and 150 ml of toluene were added 14 ml (180.1 mmol) of N,N-dimethylformamide (DMF) and 10.0 g (44.0 mmol) of 10-ethylphenothiazine (4a). Thereto was gradually added dropwise 27.0 g (176.1 mmol) of phosphorus oxychloride at room temperature to 35° C. The resultant mixture was reacted at 73° to 78° C. for 3 days and then poured into 200 ml of water. This mixture was neutralized with sodium carbonate, stirred at 80° C. for 3 hours, and then subjected to liquid separation. The aqueous layer was extracted with ethyl acetate three times, and the resultant organic layer collected was dried with magnesium sulfate and concentrated. The residue was recrystallized from an isopropanol/ethyl acetate mixed solvent to obtain 4.96 g of 3,7-diformyl-10-ethylphenothiazine (2a). Yield, 58.7%; m.p., 132°-145° C. MS: 284 (M+), 283, 268, 254, 236, 226, 198, 154. 1H-NMR (δ; ppm in CDCl3): 1.50 (t, J=7.0.Hz, 3H), 4.00 (q, J=7.0 Hz, 2H), 6.96 (d, J=8.5 Hz, 2H), 7.58 (s, 2H), 7.65 (d, J=8.5 Hz, 2H), 9.85 (s, 2H).

المصدر