反応 #1747871

反応方程式

10-mesitylphenothiazine

N-methylformanilide

phosphorus oxychloride

sodium acetate

→

10-Mesitylphenothiazine-3-carbaldehyde

溶媒

o-dichlorobenzene

water

反応条件

後処理

1. 1
   workup.STIRRINGAfter stirring at 20° C. for 30 min
2. 2
   workup.STIRRINGAfter stirring at 70° C. for 1 hour
3. 3
   その他N-methylformanilide and o-dichlorobenzene were removed with a steam distillation
4. 4
   workup.ADDITION250 ml of methylene chloride were added to the distillation bottoms
5. 5
   その他The organic phase was removed
6. 6
   ろ過filtered through silica gel
7. 7
   濃縮The filtrate was concentrated
8. 8
   その他dried at 40° C. under reduced pressure
9. 9
   その他were obtained

実験手順

3.66 g (23.6 mmol) of 99% phosphorus oxychloride were added dropwise at 20° C. with stirring and ice cooling to a solution of 5.00 g (15.8 mmol) of 10-mesitylphenothiazine and 3.23 g (23.6 mmol) of 99% N-methylformanilide in 5 ml of o-dichlorobenzene within 15 min. After stirring at 20° C. for 30 min, the reaction solution was heated to 70° C. and kept at this temperature for 4 hours. The reaction solution was admixed with a solution of 16 g of sodium acetate in 35 ml of water within 5 min. After stirring at 70° C. for 1 hour, N-methylformanilide and o-dichlorobenzene were removed with a steam distillation. 250 ml of methylene chloride were added to the distillation bottoms. The organic phase was removed and filtered through silica gel. The filtrate was concentrated and dried at 40° C. under reduced pressure. 5.05 g (93% of theory) of analytically pure greenish powder having a melting point of 136-140° C. were obtained.

出典