HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl cyano{[(methanesulfonyl)oxy]imino}acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Ethyl 2-cyano-2-(hydroxyimino)acetate | HCID 6399078 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | Ethyl cyano{[(methanesulfonyl)oxy]imino}acetate | HCID 54531055 | 95% |
Reaction Steps
Ethyl 2-hydroxyimino-2-cyanoacetate (28.4 g) and triethylamine (28.0 ml) are dissolved in benzene (150 ml). To the solution is added dropwise a solution of methanesulfonyl chloride (15.6 ml) in benzene (40 ml) with stirring under ice-cooling. After allowing to stand overnight, to the reaction mixture are added benzene (500 ml) and water (100 ml). The benzene layer is washed with water and dried over anhydrous magnesium sulfate. After drying, the solvent is distilled off and the residue is washed well with ether and petroleum ether to give ethyl 2-methane-sulfonyloxyimino-2-cyanoacetate (41.8 g; 95%), melting point: 78°-81° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04242507 |
| Source dataset | uspto-grants-1980_12 |
| ORD ID | ord-af0d317cb8a744259379998f5f29a35b |
| Source note | uspto-grants-1980_12 |