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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478689Generated: October 30, 2026

Isopropanol → 3-[(2,2-Dimethyl-7-methoxy-2H-chromen-5-yl)amino]-4-nitro-2-naphthalene-carboxylic acid

https://huagongshe.com/reaction/478689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantPotassium AcetateHCID 517044—
Reactant7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamineHCID 10998153—
Reactant3-Chloro-4-nitro-2-naphthalenecarboxylic acidHCID 22064516—
CatalystCupric acetate monohydrateHCID 165397—
SolventTriethylamineHCID 8471—
Product3-[(2,2-Dimethyl-7-methoxy-2H-chromen-5-yl)amino]-4-nitro-2-naphthalene-carboxylic acidHCID 22064535—

Reaction Steps

To 3.3 g of 5-amino-7-methoxy-2,2-dimethylchromene there are added 3 g of the compound obtained in Step 3 above, 3.4 g of potassium acetate, 375 mg of Cu(OAc)2.H2O and 120 ml of 2-propanol containing 3.8 ml of triethylamine. The solution is refluxed for 5 days and is then evaporated under reduced pressure. The residue is taken up in a 1/1 mixture of dichloromethane and 1N aqueous HCl solution. After extraction of the aqueous phase, the combined organic phases are treated in customary manner. Chromatography over silica gel (dichloromethane/methanol: gradient from 0.1 to 1%) allows the expected product to be isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642248B2
Source datasetuspto-grants-2003_11
ORD IDord-b87ee55fc5804c05b593326b244e6c71
Source noteuspto-grants-2003_11