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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2253311Generated: November 2, 2026

Hydrochloric Acid → HCID 59645465, compound

https://huagongshe.com/reaction/2253311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl MalonateHCID 7761—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 2-amino-6-chloro-3-nitrobenzoateHCID 59645472—
SolventDimethylformamideHCID 6228—
ProductHCID 59645465HCID 5964546576.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of methyl 2-amino-6-chloro-3-nitrobenzoate (4.11 g, 17.8 mmol), diethyl malonate (4.85 g, 30.3 mmol) and solid K2CO3 (powder, 9.11 g, 65.9 mmol) in DMF (71 mL) was heated at 60° C. for 10 h. The reaction mixture was poured into aqueous 1N HCl solution (400 mL) and the resulting solution was extracted with EtOAc (2×250 mL). The combined organic layers were washed with water (3×150 mL) and brine (100 mL), dried (MgSO4), filtered and concentrated under reduced pressure. Purification by flash chromatography (10-40μ silica gel; hexane:EtOAc 3:1) provided the title compound (4.80 g, 76% yield) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323567B2
Source datasetuspto-grants-2008_01
ORD IDord-df4076e05c73430bb0b6b8b8d3a2b886
Source noteuspto-grants-2008_01