HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4,5-Trimethoxybenzaldehyde → 2-Amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-7-methyl-4H-pyrrolo[2,3-h]chromene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4,5-Trimethoxybenzaldehyde | HCID 6858 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 4-Hydroxy-1-methylindole | HCID 15825739 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Amino-3-cyano-4-(3,4,5-trimethoxyphenyl)-7-methyl-4H-pyrrolo[2,3-h]chromene | HCID 10363037 | 66.2% |
Reaction Steps
To a mixture of 3,4,5-trimethoxybenzaldehyde (53 mg, 0.27 mmol), 4-hydroxy-1-methylindole (40 mg, 0.27 mmol) and malononitrile (18 mg, 0.27 mmol) in 1.5 mL of ethanol was added piperidine (0.01 ml, 0.1 mmol). The solution was stirred at room temperature overnight and precipitates were observed. The precipitates were collected by filtration and dried to yield 70 mg (66%) of title compound as white solids. 1H NMR (CDCl3): 7.06-7.02 (m, 2H), 6.80 (d, J=8.1 Hz, 1H), 6.57 (d, J=2.4 Hz, 1H), 6.42 (s, 2H), 4.79 (s, 1H), 4.66 (s, 2H), 3.81-3.78 (m, 12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528164B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-bc99fed4f3644e39a4b30b83b4855158 |
| Source note | uspto-grants-2009_05 |