Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dicyanobenzene | HCID 12172 | — |
| Reactant | 2-Methylnicotinic acid | HCID 643373 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Tetrahydrofuran heptane ethylbenzol | HCID 22742125 | — |
| Product | HCID 178509551 | HCID 178509551 | — |
Reaction Steps
1 g 2-methyl-nicotinic acid was suspended in 30 mL of tetrahydrofuran and cooled to −78° C. under nitrogen before 14.6 mL lithium diisopropylamide (as a 2.0 M in tetrahydrofuran/n-heptane/ethylbenzene) was added dropwise and the mixture was stirred for 2 h at −78° C. and then warmed to ambient temperature where it was maintained for a further 2 h. After this time the mixture was cooled to −78° C. and it was added dropwise into a solution of 1.87 g terephthalonitrile (4.33) in 30 mL tetrahydrofuran. The reaction mixture was stirred for 2 h and then warmed to ambient temperature overnight. After this time 20 mL water was added and the solvent was removed under reduced pressure before 20 mL ethyl acetate was introduced and the precipitate that was formed was collected by filtration. The solid material that was collected (title compound) was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969568B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-d0b782c119b443238165727143d7b6cb |
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| Source note | uspto-grants-2015_03 |
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