Iodoethane → HCID 13985928, compound

HRID 2107027Notes

Reaction equation

HRID 2107027 reaction equation
[CH2:1](I)[CH3:2].[CH2:4]([NH:6][S:7]([C:10]1[NH:14][C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[N:11]=1)(=[O:9])=[O:8])[CH3:5].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.O>[CH2:1]([N:14]1[C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[N:11]=[C:10]1[S:7]([NH:6][CH2:4][CH3:5])(=[O:9])=[O:8])[CH3:2]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 10340Sodium CarbonateHCID 13985898HCID 13985898, compound

Product 1

HCID 13985928HCID 13985928, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

46.8 g (0.3 mol) of ethyl iodide are added to a suspension of 67.5 g (0.3 mol) of N-ethyl-1H-benzimidazole-2-sulfonamide and 47.7 g (0.45 mol) of sodium carbonate in 450 ml of acetone and 20 ml of water. The mixture is left under reflux for 20 hours, the acetone is evaporated off, 200 ml of water are added and the product is extracted with methylene chloride. The organic layer is dried (Na2SO4) and evaporated. The residue is recrystallized from an ethanol/water mixture (2:1) to give 56.8 g (75%) of 1,N-diethyl-1H-benzimidazole-2-sulfonamide melting at 135°-9° C.

Workup

  1. waitThe mixture is left
  2. temperatureunder reflux for 20 hours
  3. customthe acetone is evaporated off
  4. addition200 ml of water are added
  5. extractionthe product is extracted with methylene chloride
  6. dry with materialThe organic layer is dried (Na2SO4)
  7. customevaporated
  8. customThe residue is recrystallized from an ethanol/water mixture (2:1)

Sources & evidence

ORD record
ord-9402db41171a4674b26f4eeebcef4724
Source dataset
uspto-grants-1990_06
Patent number
US04933338

Reaction notes

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