Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chloral | HCID 6407 | — |
| Reactant | 2,3-Dichloroaniline | HCID 11844 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 87330360 | HCID 87330360 | 90.6% |
Reaction Steps
To a solution containing chloral (4 g, 27 mmol) and sodium sulfate (35 g, 244 mmol) in 20 mL of water was added a solution containing 2,3-dichloroaniline (4.47 g, 27.6 mmol) and 3.5 mL of concentrated HCl in 5 mL of water. To this mixture was added 6.0 g (87 mmol) of hydroxylamine hydrochloride in 10 mL of water. The reaction mixture was refluxed in a 100° C. oil bath for 10 minutes. The reaction was cooled to room temperature and 5.7 g of N-(2,3-dichloro-phenyl)-2-[(E)-hydroxyimino]-acetamide was isolated by filtration as a yellow solid (90%): MS (m/e): 233.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552186B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-ba742fc5058240dfa41cc460119555ef |
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| Source note | uspto-grants-2013_10 |
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