Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Trichloromethanesulfenyl chloride | HCID 11666 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 85890678 | HCID 85890678 | 8.1% |
Reaction Steps
A solution of 59.1 g (1 mol) N-propylamine and 101.2 g (1 mol) triethylamine in 200 ml acetonitrile was added dropwise to a solution of 185.9 g (1 mol) of trichloromethylsulfenyl chloride in 1 liter of acetonitrile at about 0°-5° C over a 1-hour period. Into the reaction mixture was then added 98.9 g (1 mol) phosgene over a 1-hour period. The reaction was stirred at about 25° C for about 16 hours. The solvent was evaporated under reduced pressure, and the residue was extracted with hexane. The hexane extracts were evaporated under reduced pressure to give a dark oil. The oil was distilled through a short column to give 22 g of the carbamoyl chloride product, b.p. 71°-81° C at 0.75 mm Hg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04012436 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-7bf1e3b74a1c4c3a84aadc41c549ae34 |
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| Source note | uspto-grants-1977_03 |
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