Sodium Hydroxide → HCID 19876826, compound

HRID 1886039Notes

Reaction equation

HRID 1886039 reaction equation
CS([C:5]1[N:9]([CH3:10])[C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[N:6]=1)(=O)=O.[C:15]([NH:18][CH2:19][CH2:20][NH2:21])(=[O:17])[CH3:16].[OH-].[Na+]>O>[CH3:10][N:9]1[C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[N:6]=[C:5]1[NH:21][CH2:20][CH2:19][NH:18][C:15](=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 66082N-(2-aminoethyl)acetamideHCID 6407151H-benzimidazole, 1-methyl-2-(methylsulfonyl)-

Product 1

HCID 19876826HCID 19876826, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-methylsulfonyl-1-methyl-1H-benzimidazole (7.0 g, 0.033 mol) and N-acetylethylenediamine (17.0 g, 0.167 mol) was heated at 120°-125° C. for 8 hours. The mixture was cooled, diluted with H2O, made basic (pH8) with 2.5N NaOH, and filtered. The filtrate was extracted with EtOAc, and the combined extracts were washed with brine, dried, and concentrated to give a yellow solid 2.3 g (30%).

Workup

  1. temperaturewas heated at 120°-125° C. for 8 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. extractionThe filtrate was extracted with EtOAc
  5. washthe combined extracts were washed with brine
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-30c1f321743f4c65893aa24b4c8df49f
Source dataset
uspto-grants-1992_09
Patent number
US05149700

Reaction notes

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