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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336179Generated: October 30, 2026

Toluene → 1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chloride

https://huagongshe.com/reaction/336179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantThiomorpholine 1,1-dioxideHCID 6484228—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product1,1-Dioxo-1lambda6-thiomorpholine-4-carbonyl chlorideHCID 21694907—

Reaction Steps

Thiomorpholine 1,1-dioxide (1 g; 7.397 mmolline) is dispersed in THF (50 mL). Triethylamine (1.238 mL; 8.88 mmol) is added, followed by 20% phosgene in toluene (11.743 mL; 22.2 mmol). The reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is diluted with diethyl ether and filtered through Celite®. The Celite® is washed with diethyl ether several times and the combined filtrates are concentrated in vacuo to afford the title compound. H NMR (400 MHz, CDCl3): δ 3.1-3.2 (m; 4H), 4.1-4.3 (d, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889670B2
Source datasetuspto-grants-2014_11
ORD IDord-17d2f193529b41e4bec9a3d07c0f1012
Source noteuspto-grants-2014_11