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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453569Generated: October 29, 2026

Methanol → Methyl 4-amino-5-methylthiophene-2-carboxylate

https://huagongshe.com/reaction/453569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl 5-methyl-4-nitrothiophene-2-carboxylateHCID 268679—
CatalystHCID 178418390HCID 178418390—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-amino-5-methylthiophene-2-carboxylateHCID 5964074772%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of methyl 5-methyl-4-nitrothiophene-2-carboxylate (95 g) and 10% palladium-carbon (50% containing water, 10 g) in tetrahydrofuran (250 mL)-methanol (250 mL) was stirred at 50° C. for 8 hr under a hydrogen atmosphere (0.3 MPa). The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was crystallized from diethyl ether to give methyl 4-amino-5-methylthiophene-2-carboxylate (58 g, yield 72%) as yellow crystals. melting point 91° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492405B2
Source datasetuspto-grants-2013_07
ORD IDord-512b4dafb3d34000bf9a2a84d668fc87
Source noteuspto-grants-2013_07