HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 12359654, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 18407009 | HCID 18407009 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 12359654 | HCID 12359654 | 105.6% |
Reaction Steps
To a stirred solution of 1.0 mL of oxalyl chloride in 30 mL of methylene chloride cooled to −78° C. was added 2 mL of anhydrous DMSO. After 10 min, a solution of 2.1 g of 3-[2-(3-hydroxy-butyl)-benzimidazol-1-yl]-propionitrile in 150 mL of dichloromethane was added keeping the temperature below −50° C. After 10 min, 10 mL of triethyl amine was added and the mixture allowed to warm to room temperature. After 15 min, the mixture was diluted with 250 mL of water, shaken and separated. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. Drying under vacuum gave 2.2 g of 3-[2-(3-oxo-butyl)-benzimidazol-1-yl]-propionitrile as an amber resin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06476041B1 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-72898ce85bd9444ba9c81ba864dad817 |
| Source note | uspto-grants-2002_11 |