4-FLUORO-N-([3-(4-METHOXYPHENYL)-5-ISOXAZOLYL]METHYL)BENZENESULFONAMIDE synthesis

4synthesis methods

Product Name:4-FLUORO-N-([3-(4-METHOXYPHENYL)-5-ISOXAZOLYL]METHYL)BENZENESULFONAMIDE
CAS Number:343372-73-6
Molecular formula:C17H15FN2O4S
Molecular Weight:362.38

1-[3-(4-methoxyphenyl)-5-isoxazolyl]methanamine(SALTDATA: FREE)

338982-43-7
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349-88-2 Synthesis

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4-FLUORO-N-([3-(4-METHOXYPHENYL)-5-ISOXAZOLYL]METHYL)BENZENESULFONAMIDE

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Yield:343372-73-6 20%

Reaction Conditions:

with pyridine in dichloromethane at 25; for 1.33333 h;

Steps:

2.3. Synthesis of isoxazolyl-sulfonamide derivatives (1-20)

General procedure: The condensation between 3-phenyl-5-hydroxyamine-isoxazoles derivatives (compound d) andfour benzenesulfonyl chlorides (4-nitro, 4-flour, 4-chloro and 4-methyl, 1.5 eq) was executed at 25 °C,in freshly distilled CH2Cl2, in presence of pyridine (1.5 eq). After 80 min, the reaction was diluted withCH2Cl2 and this organic phase was washed with HCl(aq) 0.1 M, to remove unreacted amine and tracesof pyridine; and NaCl(aq). The synthesized compounds were purified by column chromatography on SiO2using hexane and EtOAc [6:4 (v/v)] as eluent. Procedure adapted from Schwarz et al2.

References:

da Rosa, Rafael;Zimmermann, Lara Almida;de Moraes, Milene H?ehr;Schneider, Naira Fernanda Zanchett;Schappo, Alice Duarte;Sim?es, Claudia Maria de Oliveira;Steindel, Mario;Schenkel, Eloir Paulo;Bernardes, Lílian Sibelle Campos [Bioorganic and Medicinal Chemistry Letters,2018,vol. 28,# 20,p. 3381 - 3384] Location in patent:supporting information

Isoxazole, 5-(azidomethyl)-3-(4-methoxyphenyl)-

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References

325744-41-0 Synthesis

5-(CHLOROMETHYL)-3-(4-METHOXYPHENYL)ISOXAZOLE

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References

[3-(4-METHOXY-PHENYL)-ISOXAZOL-5-YL]-METHANOL

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References