HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 2,4-dibromo-N-(4-(tert-butoxycarbonylamino)phenyl)-butyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | tert-Butyl (4-aminophenyl)carbamate | HCID 688611 | — |
| Reactant | 2,4-dibromobutanoyl Bromide | HCID 11289826 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,4-dibromo-N-(4-(tert-butoxycarbonylamino)phenyl)-butyramide | HCID 18379465 | 80.3% |
Reaction Steps
To the derivative 2,4-dibromobutyryl bromide (3.1 g) in dry dichloromethane (60 ml) pyridine (3.2 ml was added, the mixture was kept at 0° C. under a nitrogen atmosphere for 10 minutes and then the N-t-butoxy carbonyl-1,4 phenylene diamine (2.08 g) was dropped. After 1 hour the mixture was poured into a saturated solution of NH4Cl (200 ml) extracted with EA (3×150 ml) and the organic phase washed with brine (200 ml), dried and concentrated in vacuum, the crude was purified by flash chromatography (eluting with CH/EA 80:20) to give of the title compound as a yellow foam (3.5 g ). T.I.c. CH/EA 8:2, Rf=0.53.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06495566B2 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-6d9ee3a931c64a5c9a19d0837331b76d |
| Source note | uspto-grants-2002_12 |