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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl 2-azidoacetate | HCID 4020482 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 4-Bromo-5-methylthiophene-2-carbaldehyde | HCID 15538212 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-Azido-3-(4-bromo-5-methyl-thiophen-2-yl)-acrylic acid methyl ester | HCID 76745066 | 81.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08404736B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-911601a7ec7648e4bfee224b19ff85a6 |
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| Source note | uspto-grants-2013_03 |
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