تفاعل #53573

معادلة التفاعل

[5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrophenyl] isopropyl sulfide

compound

methyl 2-propylthio-4-(3-trifluoromethylpyrazolyl)benzoate

water

acetic acid

→

4-(2,6-dichloro-4-trifluoromethylphenyl)-2-isopropylthioaniline

المردود 36.0%

المذيبات

toluene

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith reflux
2. 2
   درجة الحرارةheating for another 3 hours
3. 3
   ترشيحThe insolubles were filtered off
4. 4
   أخرىthe filtrate was separated with water and toluene
5. 5
   غسيلThe toluene layer was washed with water
6. 6
   تجفيفdried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   أخرىPurification of the residue by silica gel column chromatography

الإجراء التجريبي

3.5 g (63.6 mmol) of iron powder, 10 m of water and 1 m of acetic acid were stirred in 20 ml toluene at 60° C. for 30 minutes, and 3.0 g (7.3 mmol) of [5-(2,6-dichloro-4-trifluoromethylphenyl)-2-nitrophenyl] isopropyl sulfide (the compound prepared in Example 8 (2)) in 10 ml toluene was added dropwise. The reaction was carried out with reflux and heating for another 3 hours, and then the reaction mixture was cooled to room temperature. The insolubles were filtered off, and the filtrate was separated with water and toluene. The toluene layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel column chromatography afforded 1.0 g of 4-(2,6-dichloro-4-trifluoromethylphenyl)-2-isopropylthioaniline (yield 36.0%) as a pale yellow dough (nD20 1.5782).

المصدر