Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Toluene 2,4-Diisocyanate | HCID 11443 | — |
| Reactant | (Aminosulfanyl)(dimethylamino)methanethione | HCID 13658362 | — |
| Reactant | Dibutyltin bis(2-ethylhexanoate) | HCID 16682803 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14366096 | HCID 14366096 | — |
Reaction Steps
Toluene-2,4-diisocyanate (17.9 grams, 0.10 mole) and dibutyltin di-2-ethylhexanoate (0.20 grams) were dissolved in toluene (100 ml). The solution was heated to 75° C., and a solution of S-(dimethylthiocarbamyl)sulfenamide (13.6 grams, 0.10 mole) in toluene (200 ml) was slowly added, with constant stirring, over a period of 45 minutes. When the addition was complete, the mixture was maintained at 70° C.-80° C. and stirred for an additional hour. Then anhydrous methanol (15 ml) was added. The slurry was cooled to room temperature and filtered. The white powdery product was dried at 60° C. Yield 30.5 grams, melting point 180°-185° C. IR and NMR spectra were consistent with the assigned structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04808714 |
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| Source dataset | uspto-grants-1989_02 |
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| ORD ID | ord-448a922196c9412b9c85f754d3d084ab |
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| Source note | uspto-grants-1989_02 |
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