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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184757Generated: October 31, 2026

Sodium Chloride → HCID 9950286, compound

https://huagongshe.com/reaction/2184757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantButylamineHCID 8007—
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
ReactantHCID 18000177HCID 18000177—
SolventDimethylformamideHCID 6228—
ProductHCID 9950286HCID 995028669.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-benzylamino-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxylic acid (59 mg, 0.2 mmol) and triethylamine (59 ml, 0.42 mmol) in N,N-dimethylformamide (1 mL) at 0° C. was added ethyl chloroformate (39 mL, 0.41 mmol). After stirring at 0° C. for 1 h, n-butylamine 99 mL, 1.0 mmol) was added. The reaction mixture was stirred an additional 2 h at 0° C., then poured into saturated aqueous sodium chloride. The mixture was cooled in an ice bath, the precipitate collected, rinsed with water and ether, then dried to afford 49 mg of N-n-butyl 6-benzylamino-4-oxo-1,4-dihydro-1,5-naphthyridine-3-carboxamide as a brown solid. Compound 1. An alternate name for this compound is: N-butyl(4-oxo-6-(benzylamino)(3-hydro-5-azaquinolyl))formamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399604B1
Source datasetuspto-grants-2002_06
ORD IDord-274db54bc5a844f583540d9dd6e9882c
Source noteuspto-grants-2002_06