反応 #607438

反応方程式

2-phenylethylcarbonochloridate

(2Z)-{[(2-amino-1,3-thiazol-4-yl)methoxy]imino}(phenyl)acetonitrile

pyridine

→

2-phenylethyl {4-[({[(Z)-cyano(phenyl)methylene]amino}oxy)methyl]-1,3-thiazol-2-yl}carbamate

収率 76.3%

溶媒

dichloromethane

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他The reaction was quenched by addition of water
3. 3
   濃縮concentrated to dryness
4. 4
   workup.ADDITION5 ml of 1N NaOH was added
5. 5
   その他The layers were separated
6. 6
   乾燥the organic phase was dried over MgSO4
7. 7
   濃縮then concentrated

実験手順

To a solution of (2Z)-{[(2-amino-1,3-thiazol-4-yl)methoxy]imino}(phenyl)acetonitrile (1 g, 3.87 mmol, 1 eq.) in dry dichloromethane (15 ml) at room temperature was added pyridine (0.38 ml, 4.65 mmol, 1.2 eq). After stirring for 15 min at room temperature 2-phenylethylcarbonochloridate (858 mg, 4.65 mmol, 1.2 eq) was added and stirring was allowed during 5 h. The reaction was quenched by addition of water and concentrated to dryness. The residue was taken in DCM (5 mL) and 5 ml of 1N NaOH was added. The layers were separated and the organic phase was dried over MgSO4 then concentrated to give 2-phenylethyl {4-[({[(Z)-cyano(phenyl)methylene]amino}oxy)methyl]-1,3-thiazol-2-yl}carbamate (1.2 g, 55% yield) which was used in the next step without further purification.

出典