HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Chloroisatoic anhydride | HCID 78480 | — |
| Reactant | 5-Fluoroisatin | HCID 236566 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione | HCID 478569 | — |
Reaction Steps
To a suspension of NaH (10 mmol, 40 mg 60%) in 4 mL of DMF was added 10 mmol of 5-fluoroisatin in 2 mL of DMF. After 15 min, a solution of 5-chloroisatoic anhydride in 3 mL of DMF was added. The reaction mixture was stirred for 18 h, methanol (0.5 mL) and 20 mL of chloroform was added and the organic solution was washed with water, dried (MgSO4) and concentrated to give a residue which was purified by silica gel chromatography (CHCl3 :CH3OH). Yield 77%: mp 280°-282° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05441955 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-0cfebdd3820a4315bfe8dcf209410365 |
| Source note | uspto-grants-1995_08 |