Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1-Dichloroacetone | HCID 10567 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(4-chlorophenyl)ethanethioamide | HCID 2734827 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 73765-41-0 | HCID 16777896 | 85.9% |
Reaction Steps
To a solution of 2-(4-chlorophenyl)thioacetamide (3.51 g) in 1,4-dioxane (20 mL) were added dichloroacetone (2.64 g) and sodium hydrogen carbonate (1.75 g) at room temperature, and the mixture was stirred for 3 days. Insoluble material was removed by filtration, thionyl chloride (1.52 mL) was added to the filtrate, and the mixture was heated at 70° C. for 30 min. The reaction mixture was adjusted to pH=8-9 by the addition of saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate/hexane (1/1)(100 mL×2). The organic layer was washed with saturated brine, and concentrated under reduced pressure to give the title compound (4.19 g) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461209B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-ad363349efe14b1887b7afdf0cf4a78c |
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| Source note | uspto-grants-2013_06 |
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