HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfide → HCID 597187, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfide | HCID 14804 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | HCID 22404866 | HCID 22404866 | — |
| Reactant | HCID 22404905 | HCID 22404905 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 597187 | HCID 597187 | — |
| Product | HCID 22404882 | HCID 22404882 | — |
Reaction Steps
A.1. Methyl 2-(4-chlorophenoxy)-5-nitro-benzoate is reduced to methyl 5-amino-2-(4-chlorophenoxy)-benzoate using palladium/charcoal as the catalyst with the aid of hydrogen in a solvent such as methanol. Alternatively, this reduction step is carried out using tin tetrachloride in aqueous hydrochloric acid or using sodium sulfide in methanol/water at in each case elevated temperature either with the aforementioned ester or the free 2-(4-chlorophenoxy)-5-nitrobenzoic acid to give 5-amino-2-(4-chlorophenoxy)-benzoic acid, which subsequently is converted into methyl 5-amino-2-(4-chlorophenoxy)-benzoate by heating in methanolic hydrochloric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05521160 |
| Source dataset | uspto-grants-1996_05 |
| ORD ID | ord-b8ce744d78f641e1b893972d31a6fb4f |
| Source note | uspto-grants-1996_05 |