Methyl iodide → HCID 21254675, compound

HRID 2287581Notes

Reaction equation

HRID 2287581 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-dd5f14762c5b4b4980a778249e47b752
Source dataset
uspto-grants-2000_07
Patent number
US06083961

Reaction notes

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