Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | HCID 22464173 | HCID 22464173 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22464174 | HCID 22464174 | 55% |
Reaction Steps
To a solution of N-(4-morpholinophenyl)-8-methoxy-5-nitro-3,4-dihydro-2H-1-benzopyran-3-carboxamide (1.2 g, 2.9 mmol) in N,N-dimethylformamide (10 mL) was added a solution of sodium dithionite (2.1 g, 12 mmol) in water (5 mL). The mixture was stirred at 55° C. for 3 h and the solvent was removed in vacuo. The residue was purified by column chromatography on silica gel using ethyl acetate as the eluent affording 273 mg of the title compound (55% yield): EIMS (70 eV) m/z (relative intensity) 383 (100, M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06384225B1 |
|---|
| Source dataset | uspto-grants-2002_05 |
|---|
| ORD ID | ord-be19623baf824e68b484b79fb3095233 |
|---|
| Source note | uspto-grants-2002_05 |
|---|