HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → methyl 3-amino-5-nitro-1-benzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl Thioglycolate | HCID 12185 | — |
| Reactant | 2-Chloro-5-nitrobenzonitrile | HCID 85504 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | methyl 3-amino-5-nitro-1-benzothiophene-2-carboxylate | HCID 2759774 | 54% |
Reaction Steps
2-Chloro-5-nitrobenzonitrile (25.0 g, 136.9 mmol), commercially available, was treated with 1 equivalent ethyl thioglycolate and 1 equivalent K2CO3 in ethanol by the procedure described in Example 41A to yield the title compound (19.68 g, 54%). m.p. 208°-210° C. 1H NMR(300MHz, DMSO) δ9.23 (d, 1H), 8.29 (d, 1H), 8.11 (dd, 1H), 7.45 (br s, 2H), 4.29 (q, 2H), 1.31 (t, 3H). MS (DCI/NH3) m/e 284 (M+NH4)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05597823 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-186ea6bd9f1e4086aadab605c84830e3 |
| Source note | uspto-grants-1997_01 |