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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452251Generated: October 31, 2026

Ammonium Chloride → 2-(2-Aminophenyl)-n-(6-chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)acetamide

https://huagongshe.com/reaction/452251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(6-chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)-2-(2-nitrophenyl)acetamideHCID 68794524—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-(2-Aminophenyl)-n-(6-chloro-3,4-dihydrospiro[chromene-2,1'-cyclobutan]-4-yl)acetamideHCID 68795129—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a well stirred solution of step 1 intermediate (200 mg, 0.512 mmol) in ethanol (5 ml) was added NH4Cl (276 mg, 5.102 mmol) in water (3 ml) at room temperature. The reaction mixture was stirred for 15 min at the same temperature and then heated to 80° C. for 15 min. Iron (86 mg, 1.552 mmol) was added at that same temperature. The reaction mixture was refluxed further for 2 h. The residue obtained after the evaporation of the solvent was extracted with chloroform (2×50 ml). This chloroform layer was passed through celite. The layers were separated. Organic layers were washed with water (2×30 ml), brine (30 ml) and dried over Na2SO4. Solvent was evaporated to give 150 mg of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487121B2
Source datasetuspto-grants-2013_07
ORD IDord-62fe4c6ec0f547baad737a0d59e230aa
Source noteuspto-grants-2013_07