HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5234Generated: October 29, 2026
Tetrahydrofuran → HCID 178418645, compound
https://huagongshe.com/reaction/5234
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]2-propylthiobenzimidazole-7-carboxylate | HCID 86747196 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178418645 | HCID 178418645 | 76% |
Reaction Steps
To a solution of hydroxylamine hydrochloride (20.85 g) in DMSO (200 ml) was added triethylamine (3.9 g) and the mixture was stirred for 30 minutes at room temperatures. To the reaction mixture was added the compound (16 g) obtained in Example (34c), and the mixture was stirred for 60 hours at 70° C. To the resultant mixture was added tetrahydrofuran (100 ml). After removal of crystalline precipitate by filtration, the filtrate was concentrated to dryness. The residue was partitioned between water (1.2 liter) and ethyl acetate (350 ml), and the upper layer was washed with water (70 ml×3). Ethyl acetate was evaporated under reduced pressure, and to the residue was added methanol (70 ml). Resulting crystalline precipitate was filtered off. The filtrate was concentrated to dryness under reduced pressure to give the title compound as a pale yellow syrup (13.0 g, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05243054 |
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| Source dataset | uspto-grants-1993_09 |
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| ORD ID | ord-d43f11dc297541b8b35b7cb26b75eb7f |
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| Source note | uspto-grants-1993_09 |
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