Thionyl Chloride → HCID 178439904, compound

HRID 1448093Notes

Reaction equation

HRID 1448093 reaction equation
[CH2:1]([C:4]1[NH:8][C:7]2[CH:9]=[CH:10][C:11]([CH2:13]O)=[CH:12][C:6]=2[N:5]=1)[CH2:2][CH3:3].S(Cl)([Cl:17])=O>ClC(Cl)Cl>[ClH:17].[Cl:17][CH2:13][C:11]1[CH:10]=[CH:9][C:7]2[NH:8][C:4]([CH2:1][CH2:2][CH3:3])=[N:5][C:6]=2[CH:12]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178439945HCID 178439945, compound

Product 1

HCID 178439904HCID 178439904, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred mixture of 6.2 parts of 2-propyl-1H-benzimidazole-5-methanol and 38 parts of trichloromethane are added dropwise 40 parts of thionyl chloride. Upon completion, stirring is continued for 15 minutes at reflux temperature. The solvent is evaporated and the residue is dissolved in 80 parts of 2-propanone. The product is allowed to crystallize. It is filtered off and dried, yielding 4.3 parts of 5-(chloromethyl)-2-propyl-1H-benzimidazole monohydrochloride.

Workup

  1. temperatureat reflux temperature
  2. customThe solvent is evaporated
  3. dissolutionthe residue is dissolved in 80 parts of 2-propanone
  4. customto crystallize
  5. filtrationIt is filtered off
  6. customdried

Sources & evidence

ORD record
ord-bf82575ebdf544e6acc291062020aa10
Source dataset
uspto-grants-1979_12
Patent number
US04179505

Reaction notes

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