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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384798Generated: October 31, 2026

Methyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoate → Methyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoate

https://huagongshe.com/reaction/384798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoateHCID 23032992—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductMethyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoateHCID 2303301395.2%

Reaction Steps

In a 50 mL volume glass flask equipped with a stirrer, a thermometer, a reflux condenser and a gas inlet were placed 1.01 g (3.29 mmol) of methyl 5-methoxy-4-(3-chloropropoxy)-2-nitrobenzoate (purity: 99%) obtained in Reference Example III-4, 0.46 g of 10 wt. % palladium/carbon and 16 mL of methanol. The resulting mixture was heated to 30° C. for 2 hours, while hydrogen was introduced to the mixture under atmospheric pressure at a rate of 50 mL/min. After the reaction was complete, the reaction mixture was filtered. The filtrate was analyzed by high performance liquid chromatography (absolute quantitative analysis). There was produced 0.85 g (reaction yield: 95.2%) of methyl 5-methoxy-4-(3-chloropropoxy)anthranilate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367824B2
Source datasetuspto-grants-2013_02
ORD IDord-139b0db2693c4eff8c7637c98ce2bb87
Source noteuspto-grants-2013_02