HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl isocyanate | HCID 14014236 | — |
| Reactant | 1-Ethylpiperidine-2-carboxylic acid | HCID 22016545 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dione | HCID 14014237 | 52.3% |
Reaction Steps
3-Ethyl-6-fluoro-2(3H)-benzothiazolon-5-yl isocyanate (1.16 g) and ethyl pipecolic acid (1.07 g) were dissolved in toluene (5 ml). A catalytic amount of triethylamine was added thereto, and the resultant mixture was stirred at 25° C. for 12 hours. Water was added to the reaction mixture, which was then extracted with toluene. The extract was dried and concentrated to give 2-[3-ethyl-6-fluoro-2(3H)-benzothiazolon-5yl]tetrahydroimidazo[1,5-a]-pyridine-1,3(2H,5H)-dione (0.89 g). m.p., 162°-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04828605 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-c7b2d1aba0b5466c87b63e1dfb3e1284 |
| Source note | uspto-grants-1989_05 |