반응 #607438

반응 방정식

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

수율 76.3%

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타The reaction was quenched by addition of water
3. 3
   농축concentrated to dryness
4. 4
   workup.ADDITION5 ml of 1N NaOH was added
5. 5
   기타The layers were separated
6. 6
   건조the organic phase was dried over MgSO4
7. 7
   농축then concentrated

실험 절차

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.

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