HuagongsheHuagongshe Chemistry Print Report · For research reference only
Malononitrile → 2-Amino-4-(4-acetoxy-3-bromo-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | 2-Bromo-4-formyl-6-methoxyphenyl Acetate | HCID 2063926 | — |
| Reactant | 4-Hydroxy-1-methylindole | HCID 15825739 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-4-(4-acetoxy-3-bromo-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene | HCID 10322367 | 5.3% |
Reaction Steps
To a mixture of 2-bromo-4-formyl-6-methoxyphenyl acetate (273 mg, 1 mmol) and malononitrile (66 mg, 1 mmol) in 10 mL of ethanol was added 4-hydroxy-1-methylindole (147 mg, 1 mmol) and the solution was stirred at room temperature overnight. The solvent was removed in vacuo. The crude material was purified by column chromatography (2:1, hexane:ethyl acetate) to yield 25 mg (5.3%) of the title compound 1H NMR (CDCl3): 7.07-7.04 (m, 2H), 6.92 (s, 1H), 6.79-6.77 (m, 2H), 6.57 (s, 1H), 4.81 (s, 1H), 4.70 (s, 2H), 3.79 (s, 6H), 2.34 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528164B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-ee21c31e8c434e5c8c98e39150aee006 |
| Source note | uspto-grants-2009_05 |