HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitric Acid → Methyl 6-nitro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | Indoline-2-carboxylic acid | HCID 86074 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 6-nitro-1H-indole-2-carboxylate | HCID 11816863 | 58% |
Reaction Steps
Compound 34 was prepared from indoline-2-carboxlic acid by nitration with nitric acid in sulfuric acid, methylation using methanol and p-toluenesulfonic acid, followed by reaction with dichlorodicyanobenzoquinone in ethyl acetate and benzene. Total yield: 58%. MS: 219.13 (M−H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141680B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-4e05dfd864cb491fbf2a1d1dc5317513 |
| Source note | uspto-grants-2006_11 |