Thionyl Chloride → HCID 22938820, compound
Reaction equation
O[CH2:2][C:3]1[CH:7]=[N:6][N:5]([CH2:8][CH2:9][CH3:10])[N:4]=1.S(Cl)([Cl:13])=O>>[Cl:13][CH2:2][C:3]1[CH:7]=[N:6][N:5]([CH2:8][CH2:9][CH3:10])[N:4]=1Participants
Procedure
To a solution of aluminum lithium hydride (1.57 g) in THF (140 ml) was added dropwise methyl 2-propyl-1,2,3-triazole-4-carboxylate (7.0 g) in. THF (70 ml) at 0° C. The mixture was stirred for 1 hour at room temperature, and an aqueous solution of saturated sodium thiosulfate was added to the mixture at 0° C. The mixture was filtered with Celite, and washed with ethanol. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 4-hydroxymethyl-2-propyl-1,2,3-triazole (5.9 g). To 4-hydroxymethyl-2-propyl-1,2,3-triazole (4.0 g), thionyl chloride (32 ml) was added to the mixture at 0° C., and the mixture was heated to reflux for 1 hour. After allowing the mixture to be cooled to room temperature, the solvent was removed under reduced pressure, to give 4-chloromethyl-2-propyl-1,2,3-triazole (4.2 g).
Workup
- temperaturethe mixture was heated
- temperatureto reflux for 1 hour
- customthe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-b411308f720e4b9abf089a315746515e
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07262185B2
Reaction notes
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