HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1200014Generated: November 3, 2026
Acetic Acid → 3-Hydroxy-2-phenyl-6-azabenzo[b]thiophene
https://huagongshe.com/reaction/1200014
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 3-phenylmethylthiopyridine-4-carboxylate | HCID 86742398 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Hydroxy-2-phenyl-6-azabenzo[b]thiophene | HCID 14673820 | 38% |
Reaction Steps
A solution of 4.8 g (19 mmol) of methyl 3-phenylmethylthiopyridine-4-carboxylate in 10 mL of tetrahydrofuran was added to a slurry of 2.40 g (60 mmol) of 60% sodium hydride in 10 mL of N,N-dimethylformamide and the resulting mixture was stirred at 60° C. for 3 hours. The solution was poured onto ice water and acidified with glacial acetic acid. The filtrate was collected to afford 1.6 g (38%) of white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04904672 |
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| Source dataset | uspto-grants-1990_02 |
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| ORD ID | ord-366132b9327a4cdfad0571e4a08c35aa |
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| Source note | uspto-grants-1990_02 |
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