HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (N-Cyclopropyl-3-Trifluoromethylbenzylsulfonamido)Acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | N-cyclopropyl-3-trifluoromethylbenzylsulfonamide | HCID 15615994 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (N-Cyclopropyl-3-Trifluoromethylbenzylsulfonamido)Acetonitrile | HCID 20043258 | 28.3% |
Reaction Steps
0.26 g of sodium hydride was added portion-wise to a solution containing 2.79 g of N-cyclopropyl-3-trifluoromethylbenzylsulfonamide in 50 ml of dimethylformamide over an ice bath. The mixture was stirred 15 minutes at 0l° C. and then 1.26 g of bromoacetonitrile was added drop-wise with cooling. The mixture was stirred overnight at room temperature. Water was then added resulting in the formation of a precipitate and oil. Addition of water was continued until no further precipitate or oil was formed. (About 150 ml of water was used.) The mix was cooled over an ice bath and then filtered. The filter cake was dissolved in hot cyclohexane and then recrystallized affording 0.9 g of the title compound as a solid m.p. 70.1°-71.0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04831179 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-c58f835755bb4d32a86f2b847eca4a2c |
| Source note | uspto-grants-1989_05 |