Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 20375999 | HCID 20375999 | — |
| Reactant | HCID 20376001 | HCID 20376001 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20375992 | HCID 20375992 | — |
Reaction Steps
A mixture of 22 g of 3-(2-chlorophenoxy)pyridine 1-oxide and 22 g of dimethylsulfate is heated at 100° C. for 4 hours. The 3-(2-chlorophenoxy)-1-methoxypyridinium methosulfate is cooled and dissolved in 100 ml of water. This solution is added dropwise with stirring to a 0°-5° C. solution of 50 g of sodium cyanide in 100 ml under a nitrogen atmosphere. The mixture is stirred 16 hours and extracted with 250 ml of chloroform. The extract is dried, concentrated and distilled to yield 3-(2-chlorophenoxy)-2-pyridine-carbonitrile, bp 125°-135° C. at 01. mM, mp 90°-92° C. after recrystallization from isopropanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04187379 |
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| Source dataset | uspto-grants-1980_02 |
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| ORD ID | ord-54cfb6b6010649b2aeff112d9bc700f9 |
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| Source note | uspto-grants-1980_02 |
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