HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,5-Difluoronitrobenzene → 2-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,5-Difluoronitrobenzene | HCID 67767 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-Amino-5-isopropylbenzonitrile | HCID 21093463 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile | HCID 21093459 | 81% |
Reaction Steps
Heat a solution of 2-amino-5-isopropyl-benzonitrile (1.482 g, 9.25 mmol) with 1,4-difluoro-2-nitro-benzene (1.47 g, 9.25 mmol) and lithium hydroxide monohydrate (0.78 g, 18.50 mmol) in DMSO (20 ml) to 70° C. for 38 hours. Cool the reaction to ambient temperature and pour into approximately 200 ml of ice water and stir for one hour. Collect by filtration the title compound which precipitates. No further purification is necessary to obtain 2.236 g (7.47 mmol, 81% yield) of the title compound as an orange amorphous solid: Mass Spectrum (m/e): 300(M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384934B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-6582b858a7dc4b12a586e38b3ad3f56b |
| Source note | uspto-grants-2008_06 |