Sodium hydride → HCID 588994, compound

HRID 2231233Notes

Reaction equation

HRID 2231233 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=[CH:5]1.[H-].[Na+]>O1CCCC1>[CH:3]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]=[CH:5]1)=[CH2:2]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 5831471-(2-Chloroethyl)-1H-benzimidazole

Product 1

HCID 588994HCID 588994, compoundYield 96.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3.61 g (20 mmoles) of 1-(2-chloroethyl)benzimidazole in 50 ml of tetrahydrofuran was added in portions 960 mg (20 mmoles) of 50% sodium hydride and the mixture allowed to stir for 3 hours. The solids were filtered, washed with tetrahydrofuran and the washings and filtrate evaporated to dryness. The residue was dissolved in acetonitrile, washed with hexane and the acetonitrile concentrated to give 2.77 g of product as a yellow oil.

Workup

  1. filtrationThe solids were filtered
  2. washwashed with tetrahydrofuran
  3. customthe washings and filtrate evaporated to dryness
  4. dissolutionThe residue was dissolved in acetonitrile
  5. washwashed with hexane
  6. concentrationthe acetonitrile concentrated

Sources & evidence

ORD record
ord-0c66a79fb5424b068d81e7f5fa123f41
Source dataset
uspto-grants-1988_11
Patent number
US04782050

Reaction notes

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