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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951638Generated: November 3, 2026

Methyl 2-azidoacetate → 2-Azido-3-(4-bromo-5-methyl-thiophen-2-yl)-acrylic acid methyl ester

https://huagongshe.com/reaction/1951638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-azidoacetateHCID 4020482—
ReactantSodium MethoxideHCID 10942334—
Reactant4-Bromo-5-methylthiophene-2-carbaldehydeHCID 15538212—
SolventMethanolHCID 887—
Product2-Azido-3-(4-bromo-5-methyl-thiophen-2-yl)-acrylic acid methyl esterHCID 7674506681.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of azido-acetic acid methyl ester (25 g, 220 mmol) and 4-bromo-5-methyl-thiophene-2-carbaldehyde (15 g, 73 mmol) in 50 ml of MeOH cooled at −25° C. was added a solution NaOMe in MeOH (51 ml, 4.36 M). The resulting mixture (slush) was stirred with a mechanical stirrer for 2 h at 0° C. and the 200 g of ice was added. The yellow solid was collected by filtration and air-dried to give 18 g of the title product which was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404736B2
Source datasetuspto-grants-2013_03
ORD IDord-911601a7ec7648e4bfee224b19ff85a6
Source noteuspto-grants-2013_03