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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247942Generated: November 3, 2026

Ammonia → HCID 54355243, compound

https://huagongshe.com/reaction/1247942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl chloroformateHCID 10928—
ReactantHCID 54009854HCID 54009854—
SolventTriethylamineHCID 8471—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 54355243HCID 54355243—

Reaction Conditions

Temperature15 °C

Reaction Steps

3-benzylidene-1,2,3,10-tetrahydro-10-oxo-cyclopenta[d]pyrido[1,2-a]pyrimidine-7-carboxylic acid (3.2 g) suspended in dioxane (70 ml) and tetrahydrofurane (30 ml) was reacted with ethyl chlorocarbonate (4.55 g) in the presence of triethylamine (4.05 g) under stirring at 15° C. for 2 hours. Then the reaction mixture was treated with dioxane (200 ml) saturated with gaseous ammonia for 30 minutes under stirring. After dilution with ice water and neutralization with HCl, the precipitate was filtered and purified by washing with dimethylformamide to give 2.52 g of 3-benzylidene-1,2,3,10-tetrahydro-10-oxo-cyclopenta[d]pyrido[1,2-a]pyrimidine-7-carboxamide, m.p. 350°-357° C., NMR (CF3COOD) δ ppm: 3.40 (bs) (4H, C-1 and C-2 protons), 7.60 (m) (6H, =CH-- and phenyl protons), 8.42 (d) (1H, C-5 proton), 9.03 (d d) (1H, C-6 proton), 10.09 (d) (1H, C-8 proton).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04521419
Source datasetuspto-grants-1985_06
ORD IDord-34152f0219304074bf9e4c3463e40e45
Source noteuspto-grants-1985_06