HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminophenol → N-[4-(3-Amino-4-nitrophenoxy)phenyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminophenol | HCID 403 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 4-(4-Nitrophenoxy)benzenamine | HCID 80251 | — |
| Reactant | Potassium thiocyanate | HCID 516872 | — |
| Reactant | Benzenamine, 2-nitro-4-(4-nitrophenoxy)- | HCID 12032722 | — |
| Product | N-[4-(3-Amino-4-nitrophenoxy)phenyl]acetamide | HCID 13705240 | — |
Reaction Steps
Compounds of Formula I, wherein D is CH, T is CH, M is C, Q is S, and q is 0, can be prepared according to the synthetic sequence shown in Scheme 7 and further detailed in the Examples section following. 4-(4-Nitrophenoxy)aniline (2), derived from (1) and 4-aminophenol, was cyclized with KSCN and Br2 in the presence of acid to provide thiazole (3). Subsequent reaction with ClCO2Me or butylisocyante (BuNCO) to give (4), followed by reduction with SnCl2 to give (5) and finally coupling with isocyanate afforded (6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238813B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-4814e6921c6e408d97e6a6e8c932b07a |
| Source note | uspto-grants-2007_07 |