HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → ethyl 7-amino-6-chloro-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1H-Indole-2-carboxylic acid, 7-amino-, ethyl ester | HCID 11138194 | — |
| Solvent | Water | HCID 962 | — |
| Product | ethyl 7-amino-6-chloro-1H-indole-2-carboxylate | HCID 57476023 | 63.5% |
Reaction Steps
A mixture of ethyl 7-amino-1H-indole-2-carboxylate (2.30 g), N-chlorosuccinimide (1.40 g) and N,N-dimethylformamide (10 mL) was stirred at room temperature overnight. To the reaction mixture was added water, and the resulting crystals were filtrated, washed with water and dried. The obtained crystals were subjected to silica gel column chromatography and the title compound (1.59 g, yield 63%) was obtained as pale-yellow crystals from a fraction eluted with ethyl acetate-hexane (2:3, volume ratio). melting point 217-218° C. (decomposition).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957070B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6f1904cf21a14c158381805d829b408c |
| Source note | uspto-grants-2015_02 |