Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | 2-tert-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide | HCID 67242627 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11703697 | HCID 11703697 | 65% |
Reaction Steps
A mixture of 2-tert-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.150 g, 0.500 mmol) and (2-phenylethyl)amine (0.121 g, 1.001 mmol) in MeCN (2 ml) was heated in a the microwave reactor at 120° C. for 15 nm ins. The reaction mixture was evaporated and the residue was purified by silica gel column chromatography (Horizons Biotage) using 15-20% EtOAc in petroleum ether 40-60° C. to give the title compound (0.124 g, 65%). 1H NMR (500 MHz CDCl3): δ 7.58-7.51 (m, 2H), 7.51-7.45 (m, 3H), 7.30-7.18 (m, 3H), 6.87 (d, 2H), 5.35 (t, 1H), 3.14 (q, 2H), 2.62 (t, 2H), 1.73 (s, 9H); 13C NMR (125 MHz CDCl3): δ 159.8, 137.6, 135.0, 131.8, 129.9, 128.9, 128.7, 127.0, 125.4, 107.5, 61.7, 45.1, 36.0, 27.8; Mass Spectrum M−H+ 384.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07723333B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-70544014d9c544e099fc043f78e46fc9 |
|---|
| Source note | uspto-grants-2010_05 |
|---|