HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 86664084, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | HCID 86664083 | HCID 86664083 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86664084 | HCID 86664084 | 91.5% |
Reaction Steps
To a solution of ethyl 3-(6-chloro-5-nitropyridin-3-yl)benzoate (3.0 g, 9.08 mmol) in ethyl acetate (50 mL) was added Tin(II) chloride dihydrate (11.06 g, 49.01 mmol). The reaction mixture was stirred for 10 hours at room temperature. The reaction mixture was cooled to 0° C. and then NH4OH solution was added to the reaction mixture and it was allowed to reach around pH=5 (monitored with pH paper). The reaction mixture was neutralized with Na2CO3 and the resulting white solid was filtered and washed with ether (100 mL) three times. The organic layer was concentrated to give 2.3 g (84%, yield) of ethyl 3-(5-amino-6-chloropyridin-3-yl)benzoate as a tan solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765747B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-514bf9b1bf11483a86adc470db6ff5b1 |
| Source note | uspto-grants-2014_07 |