HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685096Generated: November 3, 2026
Sodium Hydroxide → Methyl 3-amino-5-bromo-1-benzothiophene-2-carboxylate
https://huagongshe.com/reaction/1685096
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 5-Bromo-2-fluorobenzonitrile | HCID 2724900 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-amino-5-bromo-1-benzothiophene-2-carboxylate | HCID 44542789 | 96% |
Reaction Steps
To a solution of 5-bromo-2-fluorobenzonitrile (13.5 g, 67.5 mmol) in N,N-dimethylformamide at 0° C. was added methyl 2-mercaptoacetate (6.45 mL, 70.88 mmol). The mixture was stirred at 0° C. for 30 minutes and 5N sodium hydroxide (20.25 mL) added. After stirring at 0° C. for 3 hours, the mixture was quenched with ice-water and the resulting precipitate collected by filtration and dried to give 18.5 g (96%) of a white solid. LCMS (APCI) m/z: 287(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148384B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-ecee2f9cba0e458990c4ec8ed601d4e0 |
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| Source note | uspto-grants-2012_04 |
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