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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736491Generated: October 26, 2026

Benzenesulfonyl hydrazide → Methyl 4-(4-oxo-chroman-3-ylmethyl)-benzoate

https://huagongshe.com/reaction/736491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl hydrazideHCID 65723—
ReactantMethyl 4-(4-oxo-chroman-3-ylidenemethyl)-benzoateHCID 4240115—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-(4-oxo-chroman-3-ylmethyl)-benzoateHCID 2247891442.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 260 (400 mg, 1.36 mmol) and benzenesulfonyl hydrazine (702 mg, 4.08 mmol) in DMF (7 ml) was stirred at 100° C. during 48 h. The solvent was evaporated and the residue was diluted in AcOEt, washed with NH4Cl sat., brine, dried over anhydrous MgSO4, filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (5% AcOEt/HEx)to afford the title compound 264 (170 mg, 42%) as a white solid. LRMS: 296.1 (Calc.); 297.0 (found).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595343B2
Source datasetuspto-grants-2009_09
ORD IDord-1955c810a3794231b42d031e52a40e07
Source noteuspto-grants-2009_09