Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Reactant | 4-Bromo-5-chloro-2-nitrobenzoic acid | HCID 75485683 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 91659208 | HCID 91659208 | 69.6% |
Reaction Steps
A mixture of 4-bromo-5-chloro-2-nitrobenzoic acid (1.3 g, 4.63 mmol), Et3N (1.4 g, 13.9 mmol) in THF (20 mL) at 0° C., ethyl chloroformate (1.5 g, 13.9 mmol) was added. The resulting mixture was stirred at 0° C. for 1 h. Then NH3.H2O (4 mL) was added and stirred for 0.5 h. The mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to afford the crude product (900 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09227978B2 |
|---|
| Source dataset | uspto-grants-2016_01 |
|---|
| ORD ID | ord-bf43d9f56d5b4d189310b7ce47817a7c |
|---|
| Source note | uspto-grants-2016_01 |
|---|