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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177927Generated: October 31, 2026

Water → HCID 67061109, compound

https://huagongshe.com/reaction/2177927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 51347325HCID 51347325—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
ProductHCID 67061109HCID 6706110996.3%

Reaction Steps

To a mixture of 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one (Compound 1) (431 mg, 1.0 mmol) and NH4Cl (268 mg, 5.0 mmol) in MeOH:THF:H2O=2:1:1 (8 mL) was added iron power (280 mg, 5.0 mmol) and the reaction mixture was heated to reflux for 1.0 h. The reaction mixture was cooled to room temperature and filtered. The filtered mass was washed with methanol (5.0 mL). The filtrate was concentrated in vacuo to afford 4-(3-amino-5-ethoxy-4-hydroxyphenyl)-5,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one as a white solid (386 mg, 96.3%), which was used directly for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067893B2
Source datasetuspto-grants-2015_06
ORD IDord-fe89a88d298e487eb70fa7152864aad6
Source noteuspto-grants-2015_06