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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252764Generated: October 25, 2026

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

https://huagongshe.com/reaction/252764

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 numberUS07868204B2
Source datasetuspto-grants-2011_01
ORD IDord-ac08051bbd874a95ae102b7fbb1a3e70
Source noteuspto-grants-2011_01