Dichloromethane → HCID 20506365, compound

HRID 354941Notes

Reaction equation

HRID 354941 reaction equation
[CH3:1][S:2][C:3]1[N:7]([CH2:8][CH2:9][CH2:10][OH:11])[C:6]2[CH:12]=[CH:13][CH:14]=[CH:15][C:5]=2[N:4]=1.C(N(CC)CC)C.ClCCl.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>O>[CH3:26][S:27]([O:11][CH2:10][CH2:9][CH2:8][N:7]1[C:6]2[CH:12]=[CH:13][CH:14]=[CH:15][C:5]=2[N:4]=[C:3]1[S:2][CH3:1])(=[O:29])=[O:28]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 20506295HCID 20506295, compound

Product 1

HCID 20506365HCID 20506365, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 19 parts of 2-(methylthio)-1H-benzimidazole-1-propanol, 15.2 parts of N,N-diethylethanamine and 195 parts of dichloromethane are added dropwise 11.5 parts of methanesulfonyl chloride. Upon completion, stirring is continued for one hour at reflux. After cooling, water is added and the layers are separated. The organic phase is dried, filtered and evaporated, yielding 3-[2-(methylthio)-1H-benzimidazol-1-yl]propyl methanesulfonate as an oily residue.

Workup

  1. temperatureat reflux
  2. temperatureAfter cooling
  3. customthe layers are separated
  4. customThe organic phase is dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-1d296f7f51f84714bfcb83a077b9614f
Source dataset
uspto-grants-1983_03
Patent number
US04377578

Reaction notes

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