Thionyl Chloride → 5-(chloromethyl)-1-methyl-1H-1,2,4-triazole hydrochloride
Reaction equation
[CH3:1][N:2]1[C:6]([CH2:7]O)=[N:5][CH:4]=[N:3]1.S(Cl)([Cl:11])=O>>[ClH:11].[Cl:11][CH2:7][C:6]1[N:2]([CH3:1])[N:3]=[CH:4][N:5]=1Participants
3
Conditions
- Temperature
- 80 °C
Procedure
Thionyl chloride (20 mL) was added to (1-methyl-1H-1,2,4-triazol-5-yl)methanol (2.0 g) at 0° C. The reaction mixture was stirred for 2 h at 80° C. The mixture was cooled to room temperature and then was concentrated under reduced pressure. Ethyl acetate was added to the resulting precipitate and the mixture was filtered under a nitrogen atmosphere to afford 5-(chloromethyl)-1-methyl-1H-1,2,4-triazole hydrochloride (1.5 g). The material was used for the next step without further purification. MS (EI+) (M+) 131.0
Workup
- temperatureThe mixture was cooled to room temperature
- concentrationwas concentrated under reduced pressure
- additionEthyl acetate was added to the resulting precipitate
- filtrationthe mixture was filtered under a nitrogen atmosphere
Sources & evidence
- ORD record
- ord-9f112ac358d64094b49a5e3870b95526
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09296745B2
Reaction notes
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