Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | 2,6-Dichloropyridine N-Oxide | HCID 817673 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178448799 | HCID 178448799 | — |
Reaction Steps
To a solution consisting of 9.9 grams (0.055 mole) of 2,6-dichloropyridine-N-oxide in 50 milliliters of dimethylsulfoxide was slowly added 8.4 grams (0.115 mole) of n-butylamine. The temperature of the mixture was 75°C. at the start of the reaction and was allowed to increase to 120°C. After a total reaction time of ~21/2 hours, 3/4 of the dimethyl sulfoxide was removed by evaporation and the reaction mixture poured into cold water. The solid 6-chloro-2-(n-butylamino)pyridine-N-oxide product which precipitated was recovered by filtration in the yield of 6.0 grams. The product melted was 103°-104°C. and was found upon analysis to have carbon, hydrogen, chlorine and contents of 54.1, 6.9, 17.9 and 13.8 percent, respectively, as compared with the theoretical contents of 54.0, 6.5, 17.8 and 14.0 percent, respectively, calculated for the above named compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US03948910 |
|---|
| Source dataset | uspto-grants-1976_04 |
|---|
| ORD ID | ord-8d0bcdd96eb241589a3958b821ff9996 |
|---|
| Source note | uspto-grants-1976_04 |
|---|