HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 7-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloroethylamine | HCID 13369 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 7-nitro-1H-indole-2-carboxylic acid | HCID 81409 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Nitro-1H-indole-2-carboxylic acid (2-chloro-ethyl)-amide | HCID 86644358 | — |
Reaction Steps
7-Nitro-1H-indole-2-carboxylic acid (371 mg, 3.2 mmol) prepared in Step A was dissolved in N,N-dimethylformamide (10 mL). Triethylamine (0.6 mL, 4.3 mmol), EDC (614 mg, 3.2 mmol) and HOBT (433 mg, 3.2 mmol) were added, 2-chloroethylamine (252.8 mg, 3.2 mmol) was added, and the mixture was stirred for 8 h at room temperature. 1N-hydrochloric acid solution was added, and the reaction mixture was extracted with ethyl acetate, washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was distilled under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889691B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-cf5bcfdf3c694a3e80a1132a75036a36 |
| Source note | uspto-grants-2014_11 |