Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 20133452 | HCID 20133452 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | 103899-99-6 | HCID 11971523 | 52.9% |
Reaction Steps
1.48 g (10 millimoles) of alpha-(acetylaminooxy)-thioacetamide are dissolved in a mixture of 10 ml of acetic acid and 1.3 ml of acetic anhydride, thereafter 1.3 ml (13 millimoles) of freshly distilled benzaldehyde and then 0.5 ml of concentrated sulfuric acid are added. The mixture is stirred for 3 hours at room temperature, then 2.8 g of crystalline sodium acetate are added, stirred for 10 minutes, thereafter the solvent is evaporated under vacuum. The residue is dissolved in 30 ml of ethyl acetate, the solution is extracted with 20 ml of water. The organic layer is dried over anhydrous sodium sulfate then evaporated to dryness. The residue is crystallized from ethanol at a temperature of +5° C. 1.25 g (52.9%) of crystalline title product are obtained. M.p.: 172°-174° C. Rf (A)=0.43.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04755510 |
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| Source dataset | uspto-grants-1988_07 |
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| ORD ID | ord-78ce386e42d84f95aa4abe877f77f06c |
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| Source note | uspto-grants-1988_07 |
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