Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | HCID 86595272 | HCID 86595272 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86595271 | HCID 86595271 | 63% |
Reaction Steps
A 50% aqueous solution of hydroxylamine (2 mL) was added to a solution of 0.18 g (0.40 mmol) of 2-methyl-4-{4-[3-(tetrahydrothiopyran-4-ylidene)-1-propene-1-sulfonyl]phenoxymethyl}quinoline obtained in the same manner as Example 9 (9-1) and (9-2) in tetrahydrofuran (5 mL) at room temperature and stirred for 54 hours. After the reaction was completed, the solvent was removed under a reduced pressure, the residue was extracted with chloroform, and the organic layer was dried over magnesium sulfate. After drying, the solution was filtered and the filtrate was concentrated under a reduced pressure, and the obtained residue was subjected to column chromatography on silica gel (silica gel 4 g, developing solvent; chloroform:methanol=20:1) to obtain 0.12 g (yield 63%) of N-{2-[4-(2-methylquinolin-4-ylmethoxy)benzenesulfonyl]-1-(tetrahydrothiopyran-4-ylidenemethyl)ethyl}hydroxylamine (III-17) as a white crystal. Its physical properties are shown below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07511144B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-c395ebc825df4d51a40a760d2f9d553a |
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| Source note | uspto-grants-2009_03 |
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