Dichloromethane → HCID 21190274, compound

HRID 619428Notes

Reaction equation

HRID 619428 reaction equation
S(Cl)([Cl:3])=O.[CH2:5]([Cl:7])Cl.[C:8]1([C:14]2[N:15]=[C:16]3[CH:21]=[CH:20][CH:19]=[C:18](CO)[N:17]3[CH:24]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1(C)C=CC=CC=1>[C:8]1([C:14]2[N:15]=[C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH2:5][Cl:7])[N:17]3[CH:24]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1.[ClH:3]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 21190152HCID 21190152, compound

Product 1

HCID 21190274HCID 21190274, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture solution consisting of 3.7 ml (50.0 mmol) of thionyl chloride and 5.0 ml of methylene chloride was added, 2.24 g (10.0 mmol) of 2-phenyl-5-hydroxymethylimidazo[1,2-a]pyridine with small portion. 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. Toluene (20 ml) was added to the white solid, and the mixture was sufficiently blended, followed by distilling off the solvent under reduced pressure. This process was repeated twice to give 2.76 g a crude product (99.0%, white solid).

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
  4. distillationby distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-9a4e2e3206f04286a5bf343d2cfddead
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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