HuagongsheHuagongshe Chemistry Print Report · For research reference only
Succinic anhydride → 3-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Succinic anhydride | HCID 7922 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3,4,6-trifluorobenzenethiol | HCID 10419759 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 3-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid | HCID 21463529 | 83% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 2-amino-3,4,6-trifluorothiophenol (1.79 g, 10 mmol) in NMP (5 ml) was added dropwise a solution of succinic anhydride (1.0 g, 10 mmol) in NMP (5 ml) at ambient temperature under a nitrogen stream and the mixture was heated to 100° C. for 1 hour. The resultant mixture was basified by dilution with aqueous sodium carbonate and washed with ether. The aqueous layer was acidified with 7% hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, then dried and evaporated to yield crude crystals, which were washed with hexane-isopropyl ether to give 3-(4,5,7-trifluorobenzothiazol-2-yl)propionic acid 2.16 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05700819 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-20d866f4e5b646daacf29ca62ccc8cd8 |
| Source note | uspto-grants-1997_12 |