HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262425Generated: October 28, 2026
Benzoic Acid → 4-Bromo-N-(2-(phenylamino)phenyl)benzamide
https://huagongshe.com/reaction/2262425
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | 4-Bromobenzoic acid | HCID 11464 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | N-Phenyl-o-phenylenediamine | HCID 68297 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Bromo-N-(2-(phenylamino)phenyl)benzamide | HCID 23094055 | 94.4% |
Reaction Steps
Suspending 3.0 g (15 mmol) of 4-bromobenzoic acid into 30 milliliter of 1,2-dichloroethane, adding 2.7 g (23 mmol) of thionyl chloride and 3 drops of N,N-dimethylformamide, the resultant solution was stirred with heating at the temperature of about 50° C. for 1 hour and 30 minutes until benzoic acid as the material disappeared. After completion of the reaction, removing the solvent and excess thionyl chloride by distillation, dissolving the resultant acid chloride into 30 milliliter of N-methylpyrrolidone, adding 2.8 g (15 mmol) of N-phenyl-1,2-phenylenediamine, the resultant solution was stirred at room temperature for a night. After completion of the reaction, adding water and filtering the precipitated solid, further washing with water and by drying under reduced pressure, 5.2 g of 4-bromo-N-(2-phenylamino-phenyl)-benzamide was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07851071B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-f6cffc21e0994c5c811ed1e959e055e5 |
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| Source note | uspto-grants-2010_12 |
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