HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester → 5-Amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester | HCID 54056924 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) ester | HCID 53990217 | 91.6% |
Reaction Steps
10.4 g of the resulting 2-chloro-4-fluoro-5-nitrothiobenzoic acid (methoxycarbonylmethyl) ester are hydrogenated with hydrogen under normal pressure in 150 ml of tetrahydrofuran at a temperature of from 20° to 25° C. in the presence of 2 g of Raney nickel catalyst. When the stoichiometric amount of hydrogen has been consumed, the catalyst is separated off and the solution is concentrated by evaporation to yield 8.6 g of 5-amino-2-chloro-4-fluorothiobenzoic acid (methoxycarbonylmethyl) ester having a melting point of from +88° to +89° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05310722 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-211d75b6286241d49ff602ad66f9a45a |
| Source note | uspto-grants-1994_05 |