HCID 22321559, compound → 4-(chloromethyl)-1-methyl-1H-1,2,3-triazole hydrochloride
Reaction equation
O.[ClH:2].[CH3:3][N:4]1[CH:8]=[C:7]([CH2:9]O)[N:6]=[N:5]1>S(Cl)(Cl)=O>[ClH:2].[Cl:2][CH2:9][C:7]1[N:6]=[N:5][N:4]([CH3:3])[CH:8]=1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
1-Methyl-4-hydroxymethyl-1,2,3-triazole hydrochloride hydrate (1.0 g, 6.08 mmol) was suspended in 20 ml thionyl chloride and the mixture was refluxed for 1 hour. Excess thionyl chloride was evaporated off and the residue was triturated with diethyl ether (25 ml). The white solid produced was washed by decantation with diethyl ether and dried in vacuo to give the required product (0.52 g, 51%). 1H NMR (360 MHz, d6-DMSO) 4.04 (3H, s), 4.82 (2H, s), 8.16 (1H, s); MS+131&133.
Workup
- temperaturethe mixture was refluxed for 1 hour
- customExcess thionyl chloride was evaporated off
- customthe residue was triturated with diethyl ether (25 ml)
- customThe white solid produced
- washwas washed by decantation with diethyl ether
- customdried in vacuo
Sources & evidence
- ORD record
- ord-5e76d283ec8042c99a665206f2ec6185
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06946461B2
Reaction notes
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