Water → HCID 338434, compound

HRID 478334Notes

Reaction equation

HRID 478334 reaction equation
[CH3:1][C:2]1[C:3]([CH2:13]O)=[N:4][N:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.S(Cl)([Cl:17])=O.O.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[Cl:17][CH2:13][C:3]1[C:2]([CH3:1])=[N:6][N:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 563195(5-Methyl-2-phenyl-2H-1,2,3-triazol-4-yl)methanol

Product 1

HCID 338434HCID 338434, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.0 g of (5-methyl-2-phenyl-1,2,3-triazol4-yl)methan-1-ol was dissolved in 35 ml of dichloromethane, then 6.3 g of thionyl chloride was added dropwise thereto under cooling with ice. After stirring for 1 hour at room temperature, 100 ml of water was added. The resulting solution was made alkaline with 8 g of potassium carbonate, then extracted with chloroform. The organic phase was washed with water and a saturated salt solution, then dried over anhydrous sodium sulfate. After the solvent was distilled off, 5.2 g of the aimed compound was obtained.

Workup

  1. temperatureunder cooling with ice
  2. extractionextracted with chloroform
  3. washThe organic phase was washed with water
  4. dry with materiala saturated salt solution, then dried over anhydrous sodium sulfate
  5. distillationAfter the solvent was distilled off

Sources & evidence

ORD record
ord-731a40a655e04c39ad33a8669a41bb40
Source dataset
uspto-grants-2003_11
Patent number
US06642234B1

Reaction notes

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