HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482168Generated: November 3, 2026
Acetophenone → 4-(3-Bromophenyl)-2,6-diphenylpyrimidine
https://huagongshe.com/reaction/1482168
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetophenone | HCID 7410 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-Bromobenzaldehyde | HCID 76583 | — |
| Reactant | Benzamidine, hydrochloride | HCID 80289 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-(3-Bromophenyl)-2,6-diphenylpyrimidine | HCID 58943285 | — |
Reaction Steps
Into a 500-mL three-neck flask were put 18.5 g (100.0 mmol) of 3-bromobenzaldehyde and 12.0 g (100.0 mmol) of acetophenone, the air in the flask was replaced with nitrogen, and 100 mL of ethanol was added. To this mixture, 6.0 g (111.0 mmol) of sodium methoxide suspended in 100 mL of ethanol was added dropwise, and the mixture was stirred at room temperature for 22 hours. After the stirring for the predetermined time, 15.6 g (100.0 mmol) of benzamidine hydrochloride and 8.0 g (200.0 mmol) of sodium hydroxide were added and the mixture was stirred at 70° C. for 3 hours. After the stirring, the mixture was filtered. Water was added to the residue and ultrasonic cleaning was performed. A solid was collected by suction filtration, so that 14.4 g of a white solid was obtained in a yield of 38.0%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09412953B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-6b82820a27454316b0b065166f8c6d18 |
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| Source note | uspto-grants-2016_08 |
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