Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Hydrofluoric Acid | HCID 14917 | — |
| Reactant | HCID 88676034 | HCID 88676034 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13023070 | HCID 13023070 | 33.3% |
Reaction Steps
To a solution of 13.32 g hydrogen fluoride in 100 ml toluene, cooled to -50° C., was added 38.05 g of methyl isocyanate. The reaction mixture was allowed to warm to approximately 8° C. and stirred at that temperature for 1.5 hr. Then 93.0 g of N-methylacetylaminosulfenyl chloride dissolved in 250 ml toluene was added followed by dropwise addition of 67.4 g of triethylamine. The temperature was maintained at 0°-5° C. during the addition. After stirring at ambient temperature for 0.5 hr, the reaction mixture was diluted with 200 ml water. The toluene extract was further washed with water, dried with magnesium sulfate and evaporated in vacuo. Distillation of the residue yielded 40.0 g of product; b.p. 70°-74° C./0.5 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04338450 |
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| Source dataset | uspto-grants-1982_07 |
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| ORD ID | ord-c06d9ac81d994f22bfe4820a88178200 |
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| Source note | uspto-grants-1982_07 |
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