HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropanol → 3-[(2,2-Dimethyl-7-methoxy-2H-chromen-5-yl)amino]-4-nitro-2-naphthalene-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 7-methoxy-2,2-dimethyl-2H-1-benzopyran-5-ylamine | HCID 10998153 | — |
| Reactant | 3-Chloro-4-nitro-2-naphthalenecarboxylic acid | HCID 22064516 | — |
| Catalyst | Cupric acetate monohydrate | HCID 165397 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-[(2,2-Dimethyl-7-methoxy-2H-chromen-5-yl)amino]-4-nitro-2-naphthalene-carboxylic acid | HCID 22064535 | — |
Reaction Steps
To 3.3 g of 5-amino-7-methoxy-2,2-dimethylchromene there are added 3 g of the compound obtained in Step 3 above, 3.4 g of potassium acetate, 375 mg of Cu(OAc)2.H2O and 120 ml of 2-propanol containing 3.8 ml of triethylamine. The solution is refluxed for 5 days and is then evaporated under reduced pressure. The residue is taken up in a 1/1 mixture of dichloromethane and 1N aqueous HCl solution. After extraction of the aqueous phase, the combined organic phases are treated in customary manner. Chromatography over silica gel (dichloromethane/methanol: gradient from 0.1 to 1%) allows the expected product to be isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642248B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-b87ee55fc5804c05b593326b244e6c71 |
| Source note | uspto-grants-2003_11 |