Reaktion #816454

Reaktionsgleichung

2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

4-isopropoxyaniline

→

title compound

Ausbeute 48.2%

2-tert-Butyl-4-[(4-isopropoxyphenyl)amino]-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Ausbeute 48.2%

Lösungsmittel

MeCN

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was evaporated
2. 2
   Sonstigethe residue was purified by silica gel column chromatography
3. 3
   workup.ADDITIONa 5:1 mixture of petroleum ether and EtOAc as eluant

Vorschrift

A solution of 2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.150 g, 0.50 mmol) and 4-isopropoxyaniline (0.151 g, 1.00 mmol) in MeCN (2 mL) was heated at 120° C. for 35 mins in a microwave reactor. The mixture was evaporated and the residue was purified by silica gel column chromatography using a 5:1 mixture of petroleum ether and EtOAc as eluant, to give the title compound (0.100 g, 48%) as a solid; 1H NMR (500 MHz, CDCl3): δ 7.20-7.14 (m, 1H), 7.12-7.08 (m, 4H), 7.04 (s, 1H), 6.62 (d, 1H), 6.48 (d, 2H), 4.34 (sep, 1H), 1.77 (s, 9H), 1.22 (d, 6H); 13C NMR (125 MHz, CDCl3): δ 160.1, 155.5, 131.4, 129.7, 129.3, 128.9, 128.1, 125.2, 124.1, 116.1, 109.9, 70.5, 61.9, 27.9, 22.0; Mass Spectrum: M−H+ 414.

Quelle