Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Amino-3-Nitrophenol | HCID 3758882 | — |
| Reactant | 4-(4-amino-3-nitrophenoxy)-N-methylpicolinamide | HCID 17756497 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Water 1,2-dimethoxyethane | HCID 18180031 | — |
| Product | N-Nitroaniline | HCID 61191 | — |
Reaction Steps
A solution of 5 (1 eq), 6 (1 eq), and sodium carbonate (1.2 eq) in DME/H2O (3:1) was degassed by bubbling argon through the solution for 10 minutes. Pd(II)(dppf)Cl2. MeCl2 (0.1 eq) was added to the reaction solution and the reaction was sealed. The reaction was heated at 100° C. overnight. The reaction was cooled to RT and ethyl acetate and water were added. The organic layer was separated from the aqueous layer. The aqueous layer was washed once more with ethyl acetate. The organic layers were combined, dried (Na2SO4), and concentrated under vacuum to yield the desired product 7. MS: MH+=469
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08299108B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-8016e781247e4f508f77f3bea9f8f487 |
|---|
| Source note | uspto-grants-2012_10 |
|---|
