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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979736Generated: October 30, 2026

Sodium Carbonate → N-(2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonyl)-N'-methylurea

https://huagongshe.com/reaction/979736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl IsocyanateHCID 12228—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
Reactant2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-sulfonamideHCID 13424180—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-(2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonyl)-N'-methylureaHCID 2022255189.5%

Reaction Steps

6.54 ml of 1,5-diazabicyclo(5,4,0)undec-5-ene are added to 9.9 g (0.0436 mole) of 2,3-dihydro-2,2-dimethyl-7-sulfamoylbenzo[b]furan (compound 1.4) in dioxan. 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 11.1 g (89.5% of theory) of N-(2,3-dihydro-2,2-dimethylbenzo[b]furan-7-ylsulfonyl)-N'-methylurea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04634465
Source datasetuspto-grants-1987_01
ORD IDord-bcd5d32f98a747139092db933504b1a0
Source noteuspto-grants-1987_01