HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, (phenylthio)-, ethyl ester → Ethyl 5-dimethylamino-5-phenyl-2-phenylthio-2,4-pentadienoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, (phenylthio)-, ethyl ester | HCID 97312 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | N-(3-dimethylamino-3-phenylpropenylidene)-N-methylmethanaminium tetrafluoroborate | HCID 75556698 | — |
| Reactant | Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate | HCID 86743580 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 5-dimethylamino-5-phenyl-2-phenylthio-2,4-pentadienoate | HCID 86743587 | — |
Reaction Steps
The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-phenylpropenylidene)-N-methylmethanaminium tetrafluoroborate (15.4 g), a 2M solution of sodium ethylate (26.5 cc) and ethyl (phenylthio)acetate (10.4 g) in ethanol (150 cc). After purification by chromatography on a silica column with dichloromethane as eluent, ethyl 5-dimethylamino-5-phenyl-2-phenylthio-2,4-pentadienoate (9.7 g), m.p. 99° C., is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04971979 |
| Source dataset | uspto-grants-1990_11 |
| ORD ID | ord-67777bd2097248d79bd645e6d60a632e |
| Source note | uspto-grants-1990_11 |