HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosulfonyl isocyanate → 6-Methoxy-1H-indole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosulfonyl isocyanate | HCID 70918 | — |
| Reactant | 6-Methoxy-1H-indole | HCID 76659 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Methoxy-1H-indole-3-carbonitrile | HCID 53401197 | 90% |
Reaction Steps
A solution of 6-methoxy-1H-indole (100.0 g, 679.0 mmol) in DMF (560 mL) was cooled to −78° C. and treated with chlorosulfonyl isocyanate (71 mL, 815 mmol). After the addition the reaction mixture was stirred for 1 hour. The dark solution was poured into ice water (2 L) and the light brown solid was collected by filtration, washed with additional water and dried to afford 6-methoxy-1H-indole-3-carbonitrile as a light brown solid (104.8 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735414B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-adb43c5e87e945b4aa93596e65c97812 |
| Source note | uspto-grants-2014_05 |