HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bicarbonate Ion → 5-(3'-Methylaminomethylbiphenyl-4-ylidene-methyl) thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl [4'-(2,4-dioxothiazolidin-5-ylidenemethyl)biphenyl-3-ylmethyl]methylcarbamate | HCID 86598938 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(3'-Methylaminomethylbiphenyl-4-ylidene-methyl) thiazolidine-2,4-dione | HCID 87953737 | 85% |
Reaction Steps
2 g (4.7 mmol) of tert-butyl [4′-(2,4-dioxo-thiazolidin-5-ylidenemethyl)biphenyl-3-ylmethyl]methyl-carbamate and 20 ml of dichloromethane are introduced into a round-bottomed flask. 2.2 ml (28.2 mmol) of trifluoroacetic acid are added and the mixture is stirred at room temperature for four hours. The reaction medium is poured into aqueous bicarbonate solution and extracted with dichloromethane, and the organic phase is separated out after settling of the phases has taken place, dried over magnesium sulfate and evaporated. 1.3 g (85%) of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06927228B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-bd6b0e114bed4dbd92d791439bf58253 |
| Source note | uspto-grants-2005_08 |