Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 372977Generated: October 30, 2026

Triethylamine → 7-Methylthio-2-(2-isobutoxyphenyl)-4-oxo-3,4-dihydropyrimido[4.5-d]pyrimidine

https://huagongshe.com/reaction/372977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid ethyl esterHCID 80008—
Reactant2-Isobutoxybenzamidine hydrochlorideHCID 22462370—
SolventAcetonitrileHCID 6342—
Product7-Methylthio-2-(2-isobutoxyphenyl)-4-oxo-3,4-dihydropyrimido[4.5-d]pyrimidineHCID 13555915621.5%

Reaction Conditions

Temperature5 °C

Reaction Steps

Ethyl 4-chloro-2-methylthio-5-pyrimidine carboxylate (1.50 g) followed by triethylamine (0.65 g) was added to a stirred mixture of 2-isobutoxybenzamidine hydrochloride (1.46 g) and triethylamine (0.65 g) in acetonitrile (150 ml). The reaction mixture was stirred at 5° C. for 15 minutes and then at ambient temperature for 3 days. A solid (0.55 g) was collected by filtration and the filtrate was reduced in volume to yield a second crop of solid (0.47 g). The solids were combined and recrystallised from ethanol to yield the title compound, 0.57 g, m.p. 185°-186° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05162316
Source datasetuspto-grants-1992_11
ORD IDord-70b69d84fe414f10b8179a4d8d73759e
Source noteuspto-grants-1992_11