HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 71093740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl 2-amino-2-(hydroxyimino)acetate | HCID 6785548 | — |
| Reactant | 4-Cyano-2-fluorobenzoyl chloride | HCID 22345343 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 2,6-Lutidine | HCID 7937 | — |
| Product | HCID 71093740 | HCID 71093740 | — |
Reaction Steps
A solution of 4-cyano-2-fluorobenzoyl chloride (450 mg) in dichloromethane (5 mL) is added to a solution of amino-hydroxyimino-acetic acid ethyl ester (350 mg) in 2,6-dimethyl-pyridine (1 mL) and the reaction mixture is stirred at room temperature over night. Water is added and the organic phase is separated, washed with 1 N hydrochloric acid, water, and brine, dried over MgSO4, and concentrated in vacuo. The dark residue is heated to 170° C. for 2 h. The crude product is purified by silica gel chromatography (cyclohexane/ethyl acetate 65:35). LC (method 15): tR=1.08 min; Mass spectrum (ESI+): m/z=262 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921398B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-b31ef640ed2f474dac8a4aa2477bc864 |
| Source note | uspto-grants-2014_12 |