HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → methyl 1-amino-3-bromo-1H-pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Hypochlorite | HCID 23665760 | — |
| Reactant | methyl 3-bromo-1H-pyrrole-2-carboxylate | HCID 44189804 | — |
| Catalyst | Trioctylmethylammonium chloride | HCID 21218 | — |
| Product | methyl 1-amino-3-bromo-1H-pyrrole-2-carboxylate | HCID 70979762 | 32.1% |
Reaction Steps
Methyl 3-bromo-1H-pyrrole-2-carboxylate (1.74 g, 8.53 mmol) was treated with an aqueous solution of sodium hydroxide (32%, 25 mL, 172.3 mmol), ammonium hydroxide solution (8M, 8 mL, 63.5 mmol), ammonium chloride (2.74 g, 51.2 mmol), aliquat 336 (312 μl, 0.68 mmol) and a 10% aqueous solution of sodium hypochlorite (10%, 56 mL, 75.4 mmol) according to the method of Preparation 4c to give 600 mg (23% yield) of the title product. Purity 70%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-b9ded6cbb2544cabb69d2a609c456219 |
| Source note | uspto-grants-2016_07 |