HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → Methyl 6-amino-1,3-benzodioxole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 6-Nitro-1,3-benzodioxole-5-carboxaldehyde | HCID 12840 | — |
| Reactant | 1,3-Benzodioxole-5-carboxylic acid, 6-nitro-, methyl ester | HCID 69758 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 6-amino-1,3-benzodioxole-5-carboxylate | HCID 290838 | — |
Reaction Steps
3,4-Methylenedioxy-6-nitrobenzaldehyde is converted to methyl 3,4-methylenedioxy-6-nitrobenzoate in methanol in the presence of sodium cyanide and manganese dioxide (Synthetic Commun., 27(7), 1281–1283 (1997)). Methyl 3,4-methylenedioxy-6-nitrobenzoate is hydrogenated in ethanol in the presence of palladium, 10% on carbon powder, at room temperature and atmospheric pressure to give methyl 3,4-methylenedioxy-6-amino-benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07002022B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-ceeee743870d4098918b30efb5a143e5 |
| Source note | uspto-grants-2006_02 |