Dichloromethane → HCID 21190261, compound

HRID 619421Notes

Reaction equation

HRID 619421 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([Cl:7])Cl.[CH3:8][C:9]1[N:10]=[C:11]2[CH:16]=[CH:15][CH:14]=[C:13](CO)[N:12]2[CH:19]=1>C1(C)C=CC=CC=1>[ClH:3].[CH3:8][C:9]1[N:10]=[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:5][Cl:7])[N:12]2[CH:19]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 21190161HCID 21190161, compound

Product 1

HCID 21190261HCID 21190261, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture solution consisting of 12.0 ml (150.0 mmol) of thionyl chloride and 25 ml of methylene chloride was added, 4.87 g (30.0 mmol) of 2-methyl-5-hydroxymethylimidazo[1,2-a]pyridine with small portions. The reaction mixture was stirred for one hour at room temperature, then the solvent and excess volume of thionyl chloride were distilled off under reduced pressure to leave a white solid matter. To the solid was added 50 ml of toluene, and the mixture was stirred sufficiently, followed by distilling off the solvent under reduced pressure. This process was repeated twice to give 6.46 g (99.0%, white solid) of a crude product.

Workup

  1. additionwas added
  2. distillationthe solvent and excess volume of thionyl chloride were distilled off under reduced pressure
  3. customto leave a white solid matter
  4. stirringthe mixture was stirred sufficiently
  5. distillationby distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-ca70651d8430457db6707eaeb18428ab
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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