HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 7-Hydroxy-6-methyl-8-nitro-2H-thiazolo[3,2-A]pyridin-5(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Nitromethylene-thiazolidine | HCID 3835583 | — |
| Reactant | Bis(2,4,6-trichlorophenyl) methylpropanedioate | HCID 12320374 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 7-Hydroxy-6-methyl-8-nitro-2H-thiazolo[3,2-A]pyridin-5(3H)-one | HCID 58380573 | 46.4% |
Reaction Steps
2-Nitromethylene-thiazolidine (7.3 g, 50 mmol) and 2-methyl-malonic acid bis-(2,4,6-trichloro-phenyl) ester (23.8 g, 50 mmol) in xylene (80 mL) was taken in a reaction flask and the flask was heated to reflux for 3 hours. The reaction mixture was monitored by TLC (100% ethylacetate). The reaction mixture was cooled, concentrated and partitioned between DCM and water. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated. The crude product was kept at 0° C. for overnight. The solid formed was collected and washed with hexane and ether to afford 5.3 g of the product (46% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466289B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-fcea8ea17e0b472eb9625d1645bb1225 |
| Source note | uspto-grants-2013_06 |