Thionyl Chloride → HCID 67546965, compound

HRID 2356714Notes

Reaction equation

HRID 2356714 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:9][C:10]([CH2:19]O)=[C:11]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[N:12]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:23])=O>C(Cl)Cl>[ClH:23].[ClH:23].[F:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:9][C:10]([CH2:19][Cl:23])=[C:11]([C:13]3[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=3)[N:12]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 67546820HCID 67546820, compound

Product 1

HCID 67546965HCID 67546965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(3-fluorophenyl)-5-hydroxymethyl-4-(3-pyridyl)imidazole (389 mg) in methylene chloride (10 ml) was added thionyl chloride (10 ml), and the mixture was refluxed for one hour. After cooling, the reaction mixture was concentrated under reduced pressure to obtain a crude product of 2-(3-fluorophenyl)-5-chloromethyl-4-(3-pyridyl)imidazole dihydrochloride (508 mg) as colorless powder.

Workup

  1. temperaturethe mixture was refluxed for one hour
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8ab6f0b747024a5b97e5be3068ca71a6
Source dataset
uspto-grants-2010_07
Patent number
US07759373B2

Reaction notes

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