ChemicalBook CAS DataBase List 5-Chloro-3-phenylisoxazole

5-Chloro-3-phenylisoxazole synthesis

4synthesis methods

Product Name:5-Chloro-3-phenylisoxazole
CAS Number:3356-89-6
Molecular formula:C9H6ClNO
Molecular Weight:179.6

2415-80-7 Synthesis

2415-80-7
156 suppliers
$6.00/5g

3356-89-6
48 suppliers
$129.00/100mg

Yield:3356-89-6 77%

Reaction Conditions:

with nitrosylsulfuric acid in nitromethane at 70 - 75; for 3 h;regioselective reaction;Temperature;

Steps:

General procedure for the synthesis of 5-chloroisoxazoles

General procedure: A reaction vessel with a magnetic stirrer was charged with reactants in the followingsequence: NOHSO4 (3 mmol), nitromethane (3 ml) and the corresponding1,1-dichlorocyclopropane(1 mmol), then closed with a joint stopper, andplaced in a thermostatic bath. The reaction mixture was vigorously stirredand heated gradually from room temperature up to 70-75 °C and thenkept at 70-75 °C for 3-4 h. Afterwards, the resulting mixture was passedthrough a layer of SiO2 (40/60), the latter was additionally washed withchloroform (3 × 5 ml). The filtrate was evaporated under reduced pressureto afford the crude product which was recrystallized from ethanol orpurified by column chromatography (Silica gel 40/60, ethyl acetate-lightpetroleum, 1:10). The 1H and 13C NMR spectra of isoxazoles 2a-i, 4b,cand 5b,c were as described elsewhere.14-16

References:

Bondarenko, Oksana B.;Garaev, Zaur M.;Komarov, Arseniy I.;Kuznetsova, Lyubov I.;Gutorova, Svetlana V.;Skvortsov, Dmitry A.;Zyk, Nikolai V. [Mendeleev Communications,2019,vol. 29,# 4,p. 419 - 420]

75-35-4 Synthesis