Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Catechol | HCID 289 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,2-Benzenedicarbonitrile, 3-nitro- | HCID 162652 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 19922197 | HCID 19922197 | — |
Reaction Steps
The same apparatus as was used in Example 1 was also used in this example. 3 g (0.0173 moles) of 3-nitrophthalonitrile, was dissolved in 15 ml of anhydrous dimethyl sulphoxide in the three-necked flask. 0.95 g (0.00863 moles) of catechol and 2 g of potassium carbonate were added to the reaction mixture. The mixture was stirred at room temperature with a stream of dry, oxygen-free nitrogen passing through the flask for 26 hours. The product was isolated by pouring the reaction mixture into 300 ml of water. The resultant solid precipitate was filtered and washed until the effluent was neutral. The product (which was an off-white powder) was recrystallized from methanol/acetonitrile (20/80) to yield off-white crystals of 1,2-bis-(2,3-dicyanophenoxy) benzene having the formula: ##STR9## The melting point was 158°-159° C. The elemental analysis for C22H10N4O2 was calc.: C, 72.92%; H, 2.76%; N, 15.67%; found: C, 72.57%; H, 2.72%; N, 15.43%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05675020 |
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| Source dataset | uspto-grants-1997_10 |
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| ORD ID | ord-387d0094ae044e15a808dc8564f99d65 |
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| Source note | uspto-grants-1997_10 |
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