HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-(3-Bromophenyl)-4-methyl[1,2,3]-oxathiazolidine-2,2-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 3-(Tert-butoxycarbonyl)-4-(3-bromophenyl)-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxide | HCID 86605128 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 4-(3-Bromophenyl)-4-methyl[1,2,3]-oxathiazolidine-2,2-dioxide | HCID 86605129 | 91% |
Reaction Steps
3-(tert-Butoxycarbonyl)-4-(3-bromophenyl)-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxide (DC4; R6=Me) (10.8 g, 28 mmol) was dissolved in 25% TFA in DCM (40 mL, 5 eq) and the mixture was left standing at RT for 3 h. The mixture was concentrated in vacuo to give 7.3 g (91%) of 4-(3-bromophenyl)-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxide as a yellow oil. 1H NMR (CDCl3) 7.59 (t, J=1.8 Hz, 1H), 7.48-7.52 (m, 1H), 7.39-7.42 (m, 1H), 7.30 (t, J=8.1 Hz, 1H), 4.59 (m, 2H), 1.82 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829036B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-fcb68abf36614884b204f61e774ecc72 |
| Source note | uspto-grants-2014_09 |