Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chloroacetonitrile | HCID 7856 | — |
| Reactant | p-Chloroacetophenone oxime | HCID 96172 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | (alpha-Methyl-4-chlorobenzylidene amino)oxy acetonitrile | HCID 54535538 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 54127586 | HCID 54127586 | — |
Reaction Steps
Of the (α-methyl-4-chlorobenzylidene amino)oxy acetonitrile (melting point 57° C.-58.5° C.) which was obtained by reacting the sodium salt of 4'-chloroacetophenone oxime, with chloroacetonitrile in dimethylformamide, an amount of 11.3 g was dissolved in diisopropyl ether in which 1.94 g of hydrogen chloride and 1.73 g of methanol had also been dissolved. The solution was diluted with 25 ml of diisopropyl ether and subsequently stirred over night. Then the precipitate was drawn off, washed with absolute ether and dried in a vacuum. The resulting hydrochloride of methyl (α-methyl-4-chlorobenzylidene amino)oxy acetimidate melted at 95° C. with decomposition. After this substance had been dissolved in water, the superscribed ester separated out from the solution. It was extracted with ether and distilled in a vacuum. Boiling point at a pressure of 0.1 mm: 130° C.-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04196216 |
|---|
| Source dataset | uspto-grants-1980_04 |
|---|
| ORD ID | ord-560419011467467dad868d28d2c8f93d |
|---|
| Source note | uspto-grants-1980_04 |
|---|