HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Ethyl 3-amino-4-cyano-5-(methylsulfanyl)thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2-(Bis(methylsulfanyl)methylidene)propanedinitrile | HCID 99229 | — |
| Reactant | HCID 22075691 | HCID 22075691 | — |
| Product | Ethyl 3-amino-4-cyano-5-(methylsulfanyl)thiophene-2-carboxylate | HCID 474798 | 99% |
Reaction Steps
A mixture of [bis(methylsulfanyl)methylene]malononitrile (40 g, 230 mmol), ethylthioglycolate (29 g, 230 mmol) and TEA (24 mL, 173 mmol) in MeOH (600 mL) was allowed to stir at reflux for 2 h. The reaction mixture was allowed to cool overnight and the precipitate was filtered off then washed with cold MeOH (3×50 mL) to give ethyl 3-amino-4-cyano-5-(methylsulfanyl)thiophene-2-carboxylate (52.4 g, 99%). LCMS: (FA) ES+ 275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796271B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-fbaa99f957734b3f8d45cca61eb312f7 |
| Source note | uspto-grants-2014_08 |