N,N-Dimethylethylenediamine → HCID 977703, compound
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]=1Participants
3
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
- temperatureheated at 170°-175° C. for 5 hours
- temperatureThe mixture is then cooled
- concentrationconcentrated in vacuo
- dissolutionThe residue is dissolved in methylene chloride
- washwashed with saturated sodium chloride
- dry with materialdried over sodium sulfate
- customevaporated to dryness
- customaffording 22 g
- 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-f831274c0fe7442d9d96f3f47f5cd32a
- Source dataset
- uspto-grants-1981_10
- Patent number
- US04293703
Reaction notes
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