Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | HCID 58979964 | HCID 58979964 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58979967 | HCID 58979967 | 20% |
Reaction Steps
To a 100 ml one-necked flask was added a mixture of 4 g (0.008 mol) 2,9-bis-(5-phenyl-[1,3,4]oxadiazol-2-yl)-[1,10]phenanthroline and 15.3 ml sulfuric acid (concentrate). The mixture was subsequently iced and 15.3 ml HNO3 was added into the iced mixture drop by drop. Next, 1.5 g (0.013 mol) potassium bromide was added to the iced mixture, and then the mixture solution was heated to 40° C. and stirred overnight. After completion of reaction, as shown in Scheme 3, the reaction mixture was placed into 200 ml iced water, and then NaOH(aq) was added to adjust pH value to a range from 5 to 6. Next, 150 ml CH2Cl2 was subsequently added. The organic layer was separated, dehydrated by MgSO4, concentrated, and purified by column chromatography to obtain white products 2,9-bis-(5-phenyl-[1,3,4]oxadiazol-2-yl)-[1,10]phenanthroline-5,6-dione 0.8 g (0.0016 mol, yield 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07282586B1 |
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| Source dataset | uspto-grants-2007_10 |
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| ORD ID | ord-4008ea3e0dba4292bbdceeef0e80ef69 |
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| Source note | uspto-grants-2007_10 |
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