HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopropionitrile → 2,2-bis(fluoromethyl)-N-(2-cyanoethyl)-6-trifluoromethyl-2H-1-benzopyran-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopropionitrile | HCID 1647 | — |
| Reactant | 2,2-bis(fluoromethyl)-6-trifluoromethyl-2H-1-benzopyran-4-carboxylic acid | HCID 9879640 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2-bis(fluoromethyl)-N-(2-cyanoethyl)-6-trifluoromethyl-2H-1-benzopyran-4-carboxamide | HCID 9950752 | 85.5% |
Reaction Steps
A mixture of 0.20 g of 2,2-bisfluoromethyl-6-trifluoromethyl-2H-1-benzopyran-4-carboxylic acid, 0.12 g of N,N-carbonyl diimidazole and 3 ml of tetrahydrofuran was stirred at room temperature for one hour. The reaction mixture was combined with 0.06 g of 2-cyanoethylamine and further stirred at room temperature for 14 hours. The reaction mixture was concentrated under reduced pressure and the resulting residue was subjected to silica gel column chromatography (eluent; ethyl acetate:hexane=1:1) to give 0.20 g of N-(2-cyanoethyl)-2,2-bisfluoromethyl-6-trifluoromethyl-2H-1-benzopyran-4-carbamide; m.p. 135-136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248777B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-ca46cc77913e4d4ea4e2347ce190350d |
| Source note | uspto-grants-2001_06 |