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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384794Generated: October 25, 2026

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

https://huagongshe.com/reaction/384794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoateHCID 23032992—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductMethyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoateHCID 2303301395%

Reaction Steps

In a 50 mL volume pressure-resistant vessel were placed 2.02 g (6.58 mmol) of methyl 5-methoxy-4-(3-chloropropoxy)-2-nitrobenzoate (purity: 99%) obtained in Reference Example III-4, 2.0 g of a developed Raney nickel, and 40 mL of methanol. The atmosphere in the vessel was replaced with hydrogen, and the vessel was closed. The reaction was carried out at 90-100° C. for 24 hours at a hydrogen pressure of 0.9 MPa (gauge pressure). 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 1.71 g (reaction yield: 95.0%) 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-4d6f71986aae4c74a1b01ae934867e7a
Source noteuspto-grants-2013_02