Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3-(Dimethylamino)prop-2-enenitrile | HCID 97497 | — |
| Reactant | N,N-dimethylformamide;hydrochloride | HCID 10920465 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
Reaction Steps
13.2 g of β-dimethylamino-acrylonitrile were added dropwise at 30° C. to a solution of 22 g of DMF/HCl adduct in 100 ml of DMF. Following an after-reaction time of 2 h, this solution was added dropwise, while passing in HCl, to a solution, saturated at 50° C., of HCl gas in DMF. The temperature was maintained at 50° C. by cooling. After conventional work up (40 ml of water), 2-chloro-5-cyanopyridine was obtained in 77.7% of the theoretical yield, based on the C3 unit employed.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05459273 |
|---|
| Source dataset | uspto-grants-1995_10 |
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| ORD ID | ord-20671d93940e49bb80b122da984391f3 |
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| Source note | uspto-grants-1995_10 |
|---|
