HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(6-hydroxy-1,3-benzothiazol-2-yl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Amino-6-benzothiazolol | HCID 33462 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-(6-hydroxy-1,3-benzothiazol-2-yl)cyclopropanecarboxamide | HCID 57980821 | 45.7% |
Reaction Steps
To a solution of 2-amino-1,3-benzothiazol-6-ol (4.99 g, 30.0 mmol) in N,N-dimethylacetamide (20 mL) was added cyclopropanecarbonyl chloride (4.08 mL, 45.0 mmol) at 0° C., and the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed 3 times with water, dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate/diisopropyl ether and collected by filtration to give the title compound (3.22 g, 13.7 mmol) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445509B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-7b0c455c3b5a4b84af6a391be3e3fce9 |
| Source note | uspto-grants-2013_05 |