Methyl iodide → HCID 21254675, compound

HRID 636505Notes

Reaction equation

HRID 636505 reaction equation
[CH2:1]([O:8][C:9]1[C:17]2[NH:16][C:15](=[S:18])[N:14]([CH2:19][CH2:20][CH2:21][OH:22])[C:13]=2[CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23]I>C(#N)C>[CH2:1]([O:8][C:9]1[C:17]2[N:16]=[C:15]([S:18][CH3:23])[N:14]([CH2:19][CH2:20][CH2:21][OH:22])[C:13]=2[CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 21254756HCID 21254756, compound

Product 1

HCID 21254675HCID 21254675, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-benzyloxy-1-(3-hydroxypropyl)-2-thioxo-2,3-dihydro-1H-benzimidazole (70 mg) in acetonitrile (2 ml) was added methyl iodide (37.9 mg), and the mixture was stirred overnight. The reaction mixture was concentrated in vacuo. The residue was purified by preparative thin layer chromatography and pulverized with diisopropyl ether to give 4-benzyloxy-1-(3-hydroxypropyl)-2-methylthio-1H-benzimidazole (67 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-60962541f6ff4d00a4b268104a266cdc
Source dataset
uspto-grants-2001_02
Patent number
US06194396B1

Reaction notes

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