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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653520Generated: October 30, 2026

Sodium Carbonate → N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylurea

https://huagongshe.com/reaction/653520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl IsocyanateHCID 12228—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant3,4-Dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamideHCID 13592075—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylureaHCID 1983935391%

Reaction Steps

6.54 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene are added to 12.1 g (0.0436 mole) of 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide in dioxane. While cooling with ice, 2.65 ml of methyl isocyanate are added dropwise. The reaction mixture is stirred for 2 hours at 20° to 25° C., then diluted with water, neutralised with 10 ml of 5% sodium carbonate solution, and filtered. Acidification of the filtrate yields 12.0 g (91% of theory) of N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-methylurea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04677212
Source datasetuspto-grants-1987_06
ORD IDord-17a7c8db7a1b4aef80c1f00f0d0722a5
Source noteuspto-grants-1987_06