反応 #93306

反応方程式

2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide

N-methylthiourea

triethylamine

→

4-(4-methoxyphenyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole

収率 85.0%

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred for three hours
2. 2
   温度at refluxing temperature
3. 3
   その他the solvent was evaporated off
4. 4
   workup.ADDITIONTo the residue was added a saturated aqueous solution of sodium hydrogen carbonate
5. 5
   抽出The mixture was subjected to extraction with ethyl acetate
6. 6
   その他The extract was dried
7. 7
   その他the solvent was evaporated off
8. 8
   その他The residue was recrystallized from ethyl acetate isopropyl ether

実験手順

In 18 ml of acetonitrile was dissolved 242 mg of N-methylthiourea. In the solution was suspended 1.0 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide. To the suspension was added dropwise slowly 0.4 ml of triethylamine while stirring. The mixture was stirred for three hours at refluxing temperature, and the solvent was evaporated off. To the residue was added a saturated aqueous solution of sodium hydrogen carbonate. The mixture was subjected to extraction with ethyl acetate. The extract was dried, then the solvent was evaporated off. The residue was recrystallized from ethyl acetate isopropyl ether to yield 650 mg (85%) of 4-(4-methoxyphenyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole, m.p. 158°-159° C.

出典