HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 2,3-Dichlorobenzonitrile | HCID 736567 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate | HCID 10633878 | 12% |
Reaction Steps
The product from Example 56B (1.7 g, 10 mmol) was treated with 1 eq of methyl thioglycolate and 1 eq sodium carbonate in methanol as described in Example 41A to give after chromatography (4:1 hexane/EtOAc) the title compound in 12% yield. 1H NMR (300 MHz, CDCl3) d 3.81 (s, 3H), 5.90 (bs, 2H), 7.34 (t, J=8 Hz, 1H), 7.48 (dd, J=8.1 Hz, 1H), 7.56 (dd, J=8,1 Hz, 1H). MS (DCI/NH3) m/e 259 (M+NH4)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05597823 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-2d1f40fbfd304d09b30758f3d71fe289 |
| Source note | uspto-grants-1997_01 |