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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75673Generated: October 29, 2026

Isopropanol → N'-[3-(2-fluoro-4-iodophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N,N-dimethylformamidine

https://huagongshe.com/reaction/75673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantDimethylformamideHCID 6228—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant6-amino-1-(2-fluoro-4-iodophenyl)-1H-pyrimidine-2,4-dioneHCID 59717305—
SolventWaterHCID 962—
ProductN'-[3-(2-fluoro-4-iodophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N,N-dimethylformamidineHCID 6702500067.7%

Reaction Steps

To a mixture (21.8 g) of 6-amino-1-(2-fluoro-4-iodophenyl)-1H-pyrimidine-2,4-dione 80 and 78 was added N,N-dimethylformamide (42.0 ml) and N,N-dimethylformamidedimethylacetal (21.0 ml) and the mixture was stirred at room temperature for 4.5 hrs. With stirring at room temperature, isopropyl alcohol (20.0 ml) was added, and water (100 ml) was added dropwise. The mixture was stirred at room temperature for 45 min, and the precipitated crystals were collected by filtration, washed with water and dried to give N′-[3-(2-fluoro-4-iodophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N,N-dimethylformamidine 81 (21.7 g, yield 67.7% from 78) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835443B2
Source datasetuspto-grants-2014_09
ORD IDord-c0891eea23054e268d7ef8d2f9f9a520
Source noteuspto-grants-2014_09