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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164622Generated: October 26, 2026

Water → HCID 178498045, compound

https://huagongshe.com/reaction/2164622

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantN-AcetylimidazolidinoneHCID 79350—
ReactantMethyl 4-amino-3,5-dichlorobenzoateHCID 604808—
SolventPhosphorus oxychlorideHCID 24813—
ProductHCID 178498045HCID 17849804575.2%

Reaction Steps

Methyl-4-amino-3,5-dichlorobenzoate (16.8 g, 31 mmole), 1-acetyl-2-imidazolidone (4.3 g, 33.5 mmole) in phosphoryl chloride (44 ml) were stirred at 50° C. for 3 days. After cooling the phosphoryl chloride was evaporated to give an oily residue. Iced water was added to the residue which was then basified with aqueous sodium hydroxide. The mixture was extracted with methylene chloride which was then washed with water, dried (magnesium sulphate) and evaporated to give a creamy solid. This solid was recrystallised from toluene to give the title compound (7.7 g) mp 188°-189° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04505926
Source datasetuspto-grants-1985_03
ORD IDord-026a6d3952fa4328a8677a98144acf0c
Source noteuspto-grants-1985_03