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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60347Generated: October 29, 2026

Sodium Dithionite → 3-(6-(3-chlorophenyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propylacetate

https://huagongshe.com/reaction/60347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium DithioniteHCID 24489—
Reactant(E)-3-(4-(3-chlorostyryl)-3-methyl-5-nitro-2,6-dioxo-2,3-dihydropyrimidin-1(6H)-yl)propyl acetateHCID 118863769—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product3-(6-(3-chlorophenyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propylacetateHCID 11886377293%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of (E)-3-(4-(3-chlorostyryl)-3-methyl-5-nitro-2,6-dioxo-2,3-dihydropyrimidin-1(6H)-yl)propyl acetate (70 mg, 0.172 mmol) in HCOOH (3 mL) was added Na2S2O4 (180.0 mg, 1.032 mmol). The reaction was heated at 110° C. for 5 h, cooled to RT then diluted with EA (20 mL) and water (20 mL). The organic layer was dried over Na2SO4 and concentrated to give 3-(6-(3-chlorophenyl)-1-methyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-3(2H,4H,5H)-yl)propylacetate (60 mg, 93.0% yield) as an oil. LCMS: MH+ 375 and TR=1.467 min. Used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440983B2
Source datasetuspto-grants-2016_09
ORD IDord-7545372e2b114f2584be303b46a5358b
Source noteuspto-grants-2016_09