Dimethylamine → HCID 178483308, compound

HRID 866272Notes

Reaction equation

HRID 866272 reaction equation
Cl[CH2:2][C:3]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[C:18]#[N:19])=[CH:11][C:5]=2[N:4]=1.[CH3:20][NH:21][CH3:22].C(OCC)(=O)C>C1COCC1>[C:18]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:3]([CH2:2][N:21]([CH3:22])[CH3:20])=[N:4][C:5]=2[CH:11]=1)#[N:19]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8857Ethyl AcetateHCID 178509649HCID 178509649, compound

Product 1

HCID 178483308HCID 178483308, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

2-Chloromethyl-5-(2-cyanophenyl)-1H-benzimidazole (1.31 mole, 0.350 g) was dissolved in 2 ml THF and cooled to 0° C. Dimethylamine (1 ml) was added. The solution was stirred at room temperature for 20 minutes. Ethyl acetate was added. The organic phase was washed with water, dried over sodium sulfate, and concentrated to yield 270 mg of 5-(2-cyanophenyl)-2-dimethylaminomethyl-1H-benzimidazole. (MS)

Workup

  1. washThe organic phase was washed with water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7715af161a074fcda61cc167cd2f3e98
Source dataset
uspto-grants-1996_10
Patent number
US05569768

Reaction notes

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