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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384797Generated: October 25, 2026

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

https://huagongshe.com/reaction/384797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoateHCID 23032992—
CatalystNickelHCID 935—
SolventFormic AcidHCID 284—
ProductMethyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoateHCID 2303301385.5%

Reaction Steps

In a 50 mL volume glass flask equipped with a stirrer, a thermometer and a reflux condenser 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, 1.0 g of a developed Raney nickel, and 10 mL of formic acid. The reaction was carried out at 70° C. for 8 hours. 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 0.77 g (reaction yield: 85.0%) 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-181afd7d247b444687a4ef5d1c6bf867
Source noteuspto-grants-2013_02