N,N-Dimethylethylenediamine → HCID 977703, compound

HRID 1733298Notes

Reaction equation

HRID 1733298 reaction equation
CS([C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1)(=O)=O.[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17][NH2:18]>>[CH3:14][N:15]([CH3:19])[CH2:16][CH2:17][NH:18][C:5]1[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 3035262-(methylsulfonyl)-1H-benzimidazole

Product 1

HCID 977703HCID 977703, compound

Procedure

27.2 G. (0.139 moles) of 2-methanesulfonyl benzimidazole and 26.5 g. (0.3 moles) of N,N-dimethylethylene diamine are combined and heated at 170°-175° C. for 5 hours. The mixture is then cooled and concentrated in vacuo. The residue is dissolved in methylene chloride washed with saturated sodium chloride, dried over sodium sulfate and evaporated to dryness affording 22 g. of N,N-dimethyl-N'-(2-benzimidazolyl)-1,2-ethane diamine compound which is recrystallized from benzene yielding 20.3 g. with a m.p. of 143.5-145.5.

Workup

  1. temperatureheated at 170°-175° C. for 5 hours
  2. temperatureThe mixture is then cooled
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue is dissolved in methylene chloride
  5. washwashed with saturated sodium chloride
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness
  8. customaffording 22 g
  9. customof N,N-dimethyl-N'-(2-benzimidazolyl)-1,2-ethane diamine compound which is recrystallized from benzene yielding 20.3 g

Sources & evidence

ORD record
ord-f7696204b75a4cf6a4fa9122d99facbd
Source dataset
uspto-grants-1980_12
Patent number
US04241072

Reaction notes

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