Methanol → HCID 3044690, compound
Reaction equation
[ClH:1].[CH3:2][N:3]1[CH2:8][CH:7]=[CH:6][CH2:5][CH:4]1[C:9]#[N:10].C[OH:12]>>[ClH:1].[CH3:2][N:3]1[CH2:8][CH:7]=[CH:6][CH:5]=[C:4]1[CH:9]=[N:10][OH:12]Participants
Procedure
To 200 ml. of cooled, but freshly boiled methanol, 17.0 g. (0.084 mol) of the hydrochloride form of the precursor compound (1-methyl-2-cyano-1,2,3,6-tetrahydropyridine hydrochloride) obtained earlier was added. The suspension was mixed under nitrogen for 11/2 hours. During that time, a solution was formed and a new product was precipitated. The product was filtered, washed with ether, and dried in vacuo to yield 11.7 g. (80%) of the objective compound (1-methyl-1,6-dihydropyridine-2-aldoxime hydrochloride), mp 179° C (decomp). The NMR spectrum was consistent with the structure of the compound obtained. The analysis of the compound by I.R. (KBr pellet) showed strong and medium bands at 1655, 1700. U.V. analysis in 0.1 N HCl-251 nm (ε=13,300); pH of 8 - 308 nm; 0.1N NaOH-260 nm (ε=7640) and 340 nm (ε=5440).
Workup
- temperatureof cooled
Sources & evidence
- ORD record
- ord-970895d7918a4167bc0d39954f3157cf
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03962447
Reaction notes
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