Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Sulfide | HCID 402 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1H-Pyrrol-2-yl)-acetonitrile | HCID 13067931 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86742186 | HCID 86742186 | — |
Reaction Steps
2-Cyanomethylpyrrole (2.7 g, 25 mmole) was dissolved in 25 ml of dry pyridine. The solution was cooled to 0° C. in a medium pressure glass tube. Hydrogen sulfide was bubbled into the solution for 10 minutes followed by the addition of 1.5 equivalents of triethylamine (5.4 ml). The tube was sealed and heated in a steam bath for 5 hours. After cooling, the tube was opened, venting the excess hydrogen sulfide gas, and the excess pyridine was removed under reduced pressure. Recrystallization from ethyl acetate/hexane yielded 2.2 gm of 2-thioacetamidopyrrole. m.p. 93°-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04746669 |
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| Source dataset | uspto-grants-1988_05 |
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| ORD ID | ord-00e809b073f245a095b0fd91e8ca7d0c |
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| Source note | uspto-grants-1988_05 |
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