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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532451Generated: October 25, 2026

Stannous chloride dihydrate → Methyl 3-amino-5-bromothiophene-2-carboxylate

https://huagongshe.com/reaction/532451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
ReactantMethyl 5-bromo-3-nitrothiophene-2-carboxylateHCID 57618723—
SolventMethanolHCID 887—
ProductMethyl 3-amino-5-bromothiophene-2-carboxylateHCID 20158931—

Reaction Conditions

Temperature65 °C

Reaction Steps

Tin(II) chloride dihydrate (74.8 g) was added in portions to a solution of 5-bromo-3-nitrothiophene-2-carboxylic acid methyl ester (21.0 g) in methanol (1 L), and the mixture was stirred at 65° C. for 30 min. The mixture was concentrated and 500 mL of ethyl acetate and 700 mL of Rochelle's salt solution were added to the residue. The mixture was vigorously stirred for 1 h. The organic phase was dried over magnesium sulfate and concentrated. The product with the molecular weight of 236.09 (C6H6BrNO2S) was obtained in this way; MS (ESI): 236 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853208B2
Source datasetuspto-grants-2014_10
ORD IDord-292af65a6c7c49598d87862f7e52ba11
Source noteuspto-grants-2014_10