Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cysteamine | HCID 6058 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 67649032 | HCID 67649032 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67649208 | HCID 67649208 | 84.9% |
Reaction Steps
There was dissolved 15.0 g (0.0577 mol) of 4-[3-(piperidinomethyl)phenoxy]-cis-butenylamine in 150 ml of dichloromethane and added dropwise 6.52 g (0.0577 mol) of chloroacetyl chloride under cooling with ice. After dropping, the mixture was stirred for 3.5 hours under cooling with ice and then the solvent was removed under reduced pressure. The residue was dissolved in 150 ml of ethanol and this solution was added to a solution which was prepared by adding 4.44 g (0.0577 mol) of 2-aminoethanethiol to a solution of 2.65 g (0.115 mol) of sodium in 150 ml of ethanol and stirring for 30 minutes at room temperature, and the obtained mixture was refluxed with heating for 1 hour. After being allowed to cool at room temperature, the precipitate was filtrated off, and the solvent was removed under reduced pressure. The obtained residue was dissolved in ethyl acetate and washed with water, and dried over Glauber's salt. Then the solvent was removed under reduced pressure to give 18.5 g of the titled compound as oily matter.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05672597 |
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| Source dataset | uspto-grants-1997_09 |
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| ORD ID | ord-63bc413cfb214ff898735c2c3a676b96 |
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| Source note | uspto-grants-1997_09 |
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