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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061163Generated: November 2, 2026

Isobutyryl chloride → N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)isobutyramide

https://huagongshe.com/reaction/2061163

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyryl chlorideHCID 62325—
Reactant3-(5-amino-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-oneHCID 59212310—
ReactantHCID 178514171HCID 178514171—
SolventAcetoneHCID 180—
ProductN-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)isobutyramideHCID 58369052—

Reaction Conditions

Temperature40 °C

Reaction Steps

The mixture of isobutyryl chloride (160 mg, 1.5 mmol) and ammonium isothiocyanate (114.2 mg, 1.5 mmol) in acetone (2.0 mL) was heated at 40° C. for 3 h. To the above reaction mixture, 3-(5-amino-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-one (15) (419 mg, 1.5 mmol) was added at rt and stirred for 30 min. The solvent was removed under vacuum to yield N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)isobutyramide 22, which was used without purification. MS m/z 409.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278452B2
Source datasetuspto-grants-2012_10
ORD IDord-d132d574c162467db04ad2b18c3fb26e
Source noteuspto-grants-2012_10