Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cysteamine | HCID 6058 | — |
| Reactant | Cysteamine Hydrochloride | HCID 9082 | — |
| Reactant | Allyl chloroformate | HCID 18052 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86762401 | HCID 86762401 | — |
Reaction Steps
Cysteamine hydrochloride (1 g, 8.8 mM) was dissolved in dichloromethane (DCM, 6 mL) containing pyridine (3 mL) and the solution cooled (−10° C.). A solution of allyl chloroformate (2 mL, 18.86 mM) in DCM (3 mL) was dropwise added into the stirred cold cysteamine solution. Following the addition, reaction temperature was allowed to rise to room temperature (22° C.), when tlc (Hexane-Ethyl acetate, 2:1; 6:1 v/v) indicated product. Methanol (2 mL) was added followed by CHCl3 (10 mL), stirring continued for 2 h following which the reaction mixture was transferred into a separating funnel and washed (general method). Organic layer was dried (MgSO4), filtered, evaporated under vacuum to a syrup and column chromatographed (prepacked silica, 40 g) using hexane-ethyl acetate (12:1 v/v) to give the name compound (1.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08728453B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-33654e92dc3e4a8480a8b1a050adb1bb |
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| Source note | uspto-grants-2014_05 |
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