تفاعل #51161

معادلة التفاعل

Triethylamine

chloroform

3-amino-2,4-bis(methylthio)-6-methylpyridine

bromoacetyl bromide

→

2-bromo-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide

المردود 13.0%

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas then slowly added
2. 2
   درجة الحرارةdropwise while being cooled with ice
3. 3
   استخلاصextracted with methylene chloride
4. 4
   غسيلThe organic layer was washed with 1N hydrochloric acid, water
5. 5
   تجفيفan aqueous solution of sodium hydrogencarbonate, water and a saturated aqueous solution of sodium chloride in this order, and dried over sodium sulfate
6. 6
   workup.DISTILLATIONSubsequently, the solvent was distilled off
7. 7
   أخرىthe resulting crude product was purified through silica gel chromatography (silica gel 25 g, eluent-hexane:acetone=7:1→5:1→3:1)

الإجراء التجريبي

Triethylamine (274 mg, 2.71 mmol) was added to a chloroform (10 ml) solution of 3-amino-2,4-bis(methylthio)-6-methylpyridine (492 mg, 2.46 mmol), and bromoacetyl bromide (521 mg, 2.58 mmol) was then slowly added thereto dropwise while being cooled with ice. The mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with water, and then extracted with methylene chloride. The organic layer was washed with 1N hydrochloric acid, water, an aqueous solution of sodium hydrogencarbonate, water and a saturated aqueous solution of sodium chloride in this order, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting crude product was purified through silica gel chromatography (silica gel 25 g, eluent-hexane:acetone=7:1→5:1→3:1) to obtain 100 mg (yield 13%) of 2-bromo-N-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide as a colorless crystal (melting point: 171 to 172° C.).

المصدر