Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 745310Generated: October 27, 2026

Dimethylformamide → 80023-89-8

https://huagongshe.com/reaction/745310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsopropyl iodideHCID 6362—
ReactantSodium hydrideHCID 24758—
Reactant9,10-dimethoxy-2-(2,4,6-trimethylanilino)-6,7-dihydropyrimido[6,1-a]isoquinolin-4-oneHCID 1869457—
SolventMethanolHCID 887—
Product80023-89-8HCID 3061952—
Product4H-Pyrimido(6,1-a)isoquinolin-4-one, 6,7-dihydro-9,10-dimethoxy-2-((1-methylethyl)(2,4,6-trimethylphenyl)amino)-HCID 3068154—

Reaction Steps

9,10-Dimethoxy-2-(2,4,6-trimethylanilino)-6,7-dihydro-4H-pyrimido(6,1-a)isoquinolin-4-one (5.85 g) and dimethylformamide (30 ml) are added to oil-free sodium hydride (1.5 g). The mixture is heated for 5 minutes to 110° C. and then cooled to room temperature. Isopropyl iodide (2.55 g) is added and the whole is heated to 110° C. for 40 hours. After cooling, methanol is added to the reaction mixture and the solvents are removed under reduced pressure. The residue is extracted with chloroform, the extract washed with water, dried over sodium sulfate and evaporated to dryness. The residue is chromatographed to give the bases (a) m.p. 182°-183° C. and (b) m.p. 178°-179° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04598148
Source datasetuspto-grants-1986_07
ORD IDord-171aabe56e344b2a95a6b221a6749a06
Source noteuspto-grants-1986_07