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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 903878Generated: October 31, 2026

Methyl isothiocyanate → 1-{2-[(N-methylthiocarbamoyl)amino]ethyl}-5,7-dimethyl-1,8-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/903878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl isothiocyanateHCID 11167—
Reactant1-(2-aminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-oneHCID 23335372—
SolventWaterHCID 962—
Product1-{2-[(N-methylthiocarbamoyl)amino]ethyl}-5,7-dimethyl-1,8-naphthyridin-2(1H)-oneHCID 23335381—

Reaction Steps

A mixture of the free base of 1-(2-aminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one (700 mg., 0.0032 mole) as prepared in Example 12 and methyl isothiocyanate (180 mg., 0.004 mole) in 5 ml. of water is heated at reflux for 30 minutes. On cooling the reaction, the product is collected by filtration. After recrystallization from methanol, 1-{2-[(N-methylthiocarbamoyl)amino]ethyl}-5,7-dimethyl-1,8-naphthyridin-2(1H)-one m.p. 216.5°-218° C. is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04229456
Source datasetuspto-grants-1980_10
ORD IDord-ff828f2ff1bf4de3a3b03b88a1ed734d
Source noteuspto-grants-1980_10