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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 742959Generated: October 27, 2026

Triethylamine → 6-benzyl-3-methyl-2-thioxo-2,3,5,6,7,8-hexahydropyrido[4,3-d]pyrimidin-4(1H)-one

https://huagongshe.com/reaction/742959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl isothiocyanateHCID 11167—
ReactantMethyl 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylateHCID 563385—
SolventTolueneHCID 1140—
Product6-benzyl-3-methyl-2-thioxo-2,3,5,6,7,8-hexahydropyrido[4,3-d]pyrimidin-4(1H)-oneHCID 10379323—

Reaction Conditions

Temperature20 °C

Reaction Steps

788 g of methyl 4-amino-1-benzyl-1,2,5,6-tetrahydropyridine-3-carboxylate from a) were dissolved in 2.5 l of toluene, and 447 g of methyl isothiocyanate and 625 ml of triethylamine were added, with stirring. After stirring for 24 h at an internal temperature of 100° C., the mixture was allowed to cool to 20° C. and the precipitate was filtered off with suction and washed with toluene. After drying, this gave 420 g of crude 6 benzyl-3-methyl-2-thioxo-2,3,5,6,7,8-hexahydro-1H-pyrido[4,3-d]pyrimidin-4-one, which was reacted further in c).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556854
Source datasetuspto-grants-1996_09
ORD IDord-1bcd1c5024054fa68378b4dd43afe805
Source noteuspto-grants-1996_09