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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081509Generated: November 2, 2026

Sodium hydride → HCID 23364280, compound

https://huagongshe.com/reaction/1081509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-(chlorosulfonyl)-3-methoxybenzoateHCID 23364278—
ReactantHCID 54017342HCID 54017342—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23364280HCID 2336428091.2%

Reaction Steps

0.12 g of sodium hydride as a 60% dispersion in oil is added in portions to a mixture of 1 g of 5- ethoxy-1,3-dihydro-3-(2-methoxy-1,1-dimethylethyl)-2H-benzimidazol-2-one and 30 ml of THF and the mixture is stirred for 30 minutes at RT. 1.2 g of 4-methoxycarbonyl-2-methoxybenzenesulfonyl chloride are then added and the mixture is stirred for 2 hours at RT. It is concentrated under vacuum, the residue is extracted with AcOEt, washed with water and dried over Na2SO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica using a DCM/AcOEt mixture (98/2; v/v) as the eluent to give 1.7 g of the expected product, which is used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585394
Source datasetuspto-grants-1996_12
ORD IDord-02707bd6c3e848d692cc0a8c3daf09b4
Source noteuspto-grants-1996_12