Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Salicylic acid, hydrazide | HCID 13637 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 22613512 | HCID 22613512 | 62% |
Reaction Steps
15.2 g (0.1 mol) of salicylic acid hydrazide and 12.2 g (0.1 mol) of benzoic acid are suspended in 200 ml of chlorobenzene, 3.0 g (0.038 mol) of pyridine are added and the mixture is heated to 130° C. 13.1 g (0.11 mol) of thionyl chloride are added dropwise at this temperature. The product immediately separates as a white precipitate. After stirring for 1 hour at 130° C, the mixture is cooled and filtered and the product is washed with petroleum ether. N-Salicyloyl-N'-phenyl-hydrazine of melting point 260° C is thus obtained in 62% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04002680 |
|---|
| Source dataset | uspto-grants-1977_01 |
|---|
| ORD ID | ord-2ba0a6133f184ba7a64e6c768431ef87 |
|---|
| Source note | uspto-grants-1977_01 |
|---|
