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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638366Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methylpyrimidin-2-yl)urea

https://huagongshe.com/reaction/638366

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant3,4-Dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamideHCID 13592075—
ReactantN-(4-methoxy-6-methylpyrimidin-2-yl)phenylcarbamateHCID 18954641—
Solvent1,4-DioxaneHCID 31275—
ProductN-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methylpyrimidin-2-yl)ureaHCID 1359207693.4%

Reaction Steps

A mixture of 3.33 g of 3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide, 1.84 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene, 3.2 g of N-(4-methoxy-6-methylpyrimidin-2-yl)phenylcarbamate and 35 ml of absolute dioxan is stirred for 45 minutes at a temperature in the range from 20° to 25° C. The mixture is concentrated and the oily residue is triturated with ether and 14 ml of 1N hydrochloric acid. The crystalline precipitate obtained is isolated, washed with water and dried, affording 4.96 g of N-(3,4-dihydro-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl)-N'-(4-methoxy-6-methylpyrimidin-2-yl)urea of m.p. 215°-218° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04560771
Source datasetuspto-grants-1985_12
ORD IDord-b29a3fced5634c88a7d392879072aef3
Source noteuspto-grants-1985_12