HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 6-cyanobenzo[b]thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 4-Formyl-3-nitrobenzonitrile | HCID 13238550 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Methyl 6-cyanobenzo[b]thiophene-2-carboxylate | HCID 11031280 | — |
Reaction Steps
4.08 g (23.2 mmol) of 4-cyano-2-nitrobenzaldehyde, 2.46 g (23.2 mmol) of methyl mercaptoacetate and 6.46 ml (46.4 mmol) of triethylamine in 12.3 ml of DMSO are heated at 80° C. for 2.5 h. The reaction solution is poured into 400 ml of ice-water. After addition of 4 ml of acetic acid, the resulting precipitate is filtered off with suction, washed twice with water and dried at 50° C. under reduced pressure overnight. This gives 4.19 g (83.2% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076355B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-c9dfd097c74347d2a8bd11cb9e681f3f |
| Source note | uspto-grants-2011_12 |