Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Nitroaniline | HCID 6946 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Bromo-2-nitroaniline | HCID 70132 | 76.3% |
Reaction Steps
To a stirred solution of 2-nitroaniline (10.0 g, 72.462 mmol) in AcOH (50 mL) was added NBS (12.0 g, 72.463 mmol) at 0° C. under a N2 atmosphere. The reaction mixture was stirred at 40° C. for 30 min. After completion of starting material (monitored by TLC), reaction mixture was diluted with water and a white precipitate was formed. After filtration, the crude solid was recrystalised from n-hexanes to afford 4-bromo-2-nitroaniline (12 g, 76%), as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08071595B2 |
|---|
| Source dataset | uspto-grants-2011_12 |
|---|
| ORD ID | ord-670a00cf1f1243c4ad0d0414e68394d8 |
|---|
| Source note | uspto-grants-2011_12 |
|---|