Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropylamine | HCID 6363 | — |
| Reactant | 2-tert-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide | HCID 67242627 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11537086 | HCID 11537086 | 58% |
Reaction Steps
2-tert-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.175 g, 0.58 mmol), isopropylamine (0.041 g, 0.69 mmol) and TEA (0.23 g, 2.31 mmol) was dissolved in dry DMF (3 ml) and heated in a microwave reactor at 130° C. for 30 mins. The reaction mixture was purified by preparative HPLC to yield the title compound (0.108 g, 58%). 1H NMR (500 MHz, CDCl3): δ 7.52-7.46 (m, 2H), 7.44-7.38 (m, 3H), 5.16-5.04 (m, 1H), 3.34-3.22 (m, 1H), 1.71 (s, 9H), 0.94 (d, 6H); 13C NMR (125 MHz, CDCl3): δ 160.1, 134.2, 131.7, 129.8, 128.9, 125.6, 106.5, 61.6, 44.8, 27.8, 23.0; Mass Spectrum: M−H+ 323.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07723333B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-a315c68fc9814323a1bad6f2b32f159e |
|---|
| Source note | uspto-grants-2010_05 |
|---|