HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1636938Generated: November 2, 2026
Dimethylformamide → (+/-)-N-[3-[2-[2-(dibenzofuran-3-yloxy)ethylamino]-1-hydroxyethyl]phenyl]methanesulfonamide Hydrochloride
https://huagongshe.com/reaction/1636938
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N-[3-(2-bromoacetyl)phenyl]methanesulfonamide | HCID 11346858 | — |
| Reactant | 2-(Dibenzo[b,d]furan-3-yloxy)ethanamine | HCID 18615231 | — |
| Reactant | Ethanol hydrochloride | HCID 21887872 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | (+/-)-N-[3-[2-[2-(dibenzofuran-3-yloxy)ethylamino]-1-hydroxyethyl]phenyl]methanesulfonamide Hydrochloride | HCID 18615217 | — |
Reaction Steps
Following the procedures of Example 7, the above-identified compound was synthesized from 224.6 mg of Intermediate 5 and 170 mg of Intermediate 14, with the proviso that the following modification was incorporated. Thus, addition of dimethylformamide was omitted and the purification of the crude product was effected twice by a chromatography (methanol/chloroform of 1/20-1/10). The free amine compound (98.4 mg) was converted into its hydrochloride salt (the above-identified compound) with 1.1 eq. of 0.1 N hydrogenchloride/ethanol, whereupon the solvent was evaporated off under a reduced pressure. To the resulting residue was added diethyl ether and the deposited precipitate was washed diethyl ether and dried under a reduced pressure at 46° C., whereby the above-identified compound was obtained as a powdery product. Rf=0.27 (methanol/chloroform of 1/10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06037362 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-c18ed2dcc701475782fbbb69aff57018 |
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| Source note | uspto-grants-2000_03 |
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