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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542480Generated: October 27, 2026

Dimethylformamide → 4-Amino-2-(4-phthalimidobut-2-ynylthio)pyrimidine

https://huagongshe.com/reaction/542480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-(4-chlorobut-2-yn-1-yl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 237537—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
ReactantHCID 178507915HCID 178507915—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product4-Amino-2-(4-phthalimidobut-2-ynylthio)pyrimidineHCID 2020871394.1%

Reaction Steps

A mixture of thiocytosine (0.5 g.), N-(4-chlorobut-2-ynyl)phthalimide (1.03 g.), DMF (5 ml.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (0.67 g.) was stirred for 2 hours. The solution was treated with water (20 ml.) and EtOAc (10 ml.) and the insoluble solid collected to give 4-amino-2-(4-phthalimidobut-2-ynylthio)pyrimidine (1.2 g.) m.p. 197°-202° (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04657908
Source datasetuspto-grants-1987_04
ORD IDord-647ff6b73fba46299c6db92f0c4f14a2
Source noteuspto-grants-1987_04