HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1463380Generated: October 31, 2026
Triethylamine → 2-(N-[4-(1,1-Dioxido-3-oxo-2,3-dihydro-benzisothiazol-2-yl)butyl]aminomethyl)chroman
https://huagongshe.com/reaction/1463380
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1-Dioxido-2-(4-bromobutyl)-1,2-benzisothiazol-3(2H)-one | HCID 10781774 | — |
| Reactant | 1-(3,4-dihydro-2H-1-benzopyran-2-yl)methanamine | HCID 11263686 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(N-[4-(1,1-Dioxido-3-oxo-2,3-dihydro-benzisothiazol-2-yl)butyl]aminomethyl)chroman | HCID 9822317 | — |
Reaction Steps
The mixture of 5.4 g (0.033 (-)-2-aminomethylchroman example 92f; αD =-22.8), 6.1 g (0.06 mol) triethylamine, 9.5 g (0.03 mol) N-(4-bromobutyl)saccharin and 80 ml anhydrous dimethyl formamide was heated to 60° C. for 4 h. The solvent was evaporated at 0.01 torr. The residue (13.5 g) was dissolved in toluene/ethyl acetate (5:1) and chromatographed on silica (300 g). The fraction (5.8 g) obtained by elution with toluene/ethyl acetate 1:1 was rechromatographed on 150 g of silica, providing 3.7 g of chemically pure 2-{N-[4-(1,1-Dioxido-3-oxo-2,3-dihydro-benzisothiazol-2-yl)butyl]aminomethyl}chroman.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05300523 |
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| Source dataset | uspto-grants-1994_04 |
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| ORD ID | ord-9633e16e81bf4944bde4e4332cdb6c99 |
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| Source note | uspto-grants-1994_04 |
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