Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Borane | HCID 6331 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 19920948 | HCID 19920948 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19920953 | HCID 19920953 | — |
Reaction Steps
Dissolve N-butyl-3-[(2-butylcarbamoyl-ethyl)-(toluene-4-sulfonyl)-amino]-propionamide (10 mmol) prepared in example 9, Scheme VI, step C in tetrahydrofuran (50 mL). Cool the solution to 0° C. and add borane (20 mmol, 1M solution in tetrahydrofuran. Heat the reaction to reflux for 18 hours. After cooling, dilute the reaction with methylene chloride (200 mL), rinse with water (100 mL), brine (100 mL), dry over anhydrous sodium sulfate, filter and concentrate under vacuum. Purify the residue by flash chromatography (silica gel, methanol/methylene chloride) to provide N,N-bis-(3-butylamino-propyl)-4-methyl-benzenesulfonamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05434145 |
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| Source dataset | uspto-grants-1995_07 |
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| ORD ID | ord-3f10e533c4784100bc80c6894dffb6f6 |
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| Source note | uspto-grants-1995_07 |
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