Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Diethylenetriamine | HCID 8111 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 21715998 | HCID 21715998 | — |
Reaction Steps
115 g (0.6 mol) of p-toluenesulfonyl chloride are dissolved in 250 ml of pyridine at ambient temperature. A solution of diethylenetriamine (21.5 ml, 0.2 mol) in pyridine (30 ml) is added dropwise. The reaction mixture is stirred at 50° C. for 90 minutes and then transferred under warm conditions to an erlenmeyer flask. After returning to ambient temperature, 200 ml of water are added. The mixture is left stirring overnight at ambient temperature and is then placed in an ice bath for 2 hours. The orange solid which then forms is filtered off and washed with cold (0° C.) 95% ethanol. After drying under vacuum at 40° C. (rotary evaporator), the desired product is obtained in the form of a light yellow solid (92 g, yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08945514B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-f0477de3ac344b7dae102156f8d3826d |
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| Source note | uspto-grants-2015_02 |
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