Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Benzenesulfonyl chloride, 4-chloro-3-nitro- | HCID 7323 | — |
| Reactant | Hydrazinecarboxaldehyde, 2-(4-aminophenyl)- | HCID 113189 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 19901601 | HCID 19901601 | 77.8% |
Reaction Steps
In a mixture of 90 ml of N,N-dimethylacetamide, 76 ml of acetonitrile, and 19 ml of pyridine were dissolved 35.4 g of 2-(4-aminophenyl)-1-formylhydrazine in a nitrogen gas atmosphere and after cooling the solution to -5° C., 59.9 g of 4-chloro-3-nitrobenzenesulfonyl chloride were gradually added to the solution while cooling and with stirring so that the liquid temperature was not over -5° C. After further stirring the mixture for 1.5 hours at a temperature below -5° C., the temperature was raised to room temperature and the reaction mixture was poured into 1 liter of a saturated aqueous sodium chloride solution. Crystals thus formed were collected by filtration and washed with water to provide 67.5 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05100761 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-cc5cfaba45d343ebb24f3e2f4a00dbad |
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| Source note | uspto-grants-1992_03 |
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