Thionyl Chloride → HCID 797075, compound

HRID 126855Notes

Reaction equation

HRID 126855 reaction equation
O[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH3:13])[C:5]1=[O:14].S(Cl)([Cl:17])=O>ClC(Cl)Cl>[Cl:17][CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH3:13])[C:5]1=[O:14]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20288054HCID 20288054, compound

Product 1

HCID 797075HCID 797075, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred mixture of 30 parts of 1,3-dihydro-1-(2-hydroxyethyl)-3-methyl-2H-benzimidazol-2-one and 600 parts of trichloromethane are added dropwise 200 parts of thionyl chloride. Upon completion, stirring is continued for 6 hours at reflux temperature. The reaction mixture is allowed to cool and the solvent is evaporated. The residue is crystallized from 2-propanol (activated charcoal), yielding 18.2 parts of 1-(2-chloroethyl)-1,3-dihydro-3-methyl-2H-benzimidazol-2-one.

Workup

  1. temperatureat reflux temperature
  2. temperatureto cool
  3. customthe solvent is evaporated
  4. customThe residue is crystallized from 2-propanol (activated charcoal)

Sources & evidence

ORD record
ord-3cca087638df48a99c32c1f18b36010d
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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