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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73273Generated: October 29, 2026

Dichloromethane → 4-(3-Bromophenyl)-4-methyl[1,2,3]-oxathiazolidine-2,2-dioxide

https://huagongshe.com/reaction/73273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant3-(Tert-butoxycarbonyl)-4-(3-bromophenyl)-4-methyl-[1,2,3]-oxathiazolidine-2,2-dioxideHCID 86605128—
SolventTrifluoroacetic acidHCID 6422—
Product4-(3-Bromophenyl)-4-methyl[1,2,3]-oxathiazolidine-2,2-dioxideHCID 8660512991%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829036B2
Source datasetuspto-grants-2014_09
ORD IDord-fcb68abf36614884b204f61e774ecc72
Source noteuspto-grants-2014_09