Hydrochloric Acid → HCID 20078040, compound

HRID 1654478Notes

Reaction equation

HRID 1654478 reaction equation
Cl[C:2]1[N:6]([CH:7]([CH3:9])[CH3:8])[C:5]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:4]=2[N:3]=1.[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.Cl>>[Cl:14][C:12]1[CH:11]=[CH:10][C:5]2[N:6]([CH:7]([CH3:9])[CH3:8])[C:2]([N:19]3[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]3)=[N:3][C:4]=2[CH:13]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 531671-MethylpiperazineHCID 20078039HCID 20078039, compound

Product 1

HCID 20078040HCID 20078040, compoundYield 46.9%

Conditions

Temperature
140 °C

Procedure

A mixture of 2,5-dichloro-1-isopropylbenzimidazole (7 g) and N-methylpiperazine (10 g) was stirred at 140° C. for 3.5 hours. After cooling, 2N hydrochloric acid was added to the mixture and the mixture was washed with ethyl acetate. The 2N hydrochloric acid layer was made basic with an aqueous 2N sodiumhydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated sodium chloride solution and dried over anhydrous magnesium sulfate and then the solvent was distilled off under reduced pressure to give 5-chloro-1-isopropyl-2-(4-methyl-1-piperazinyl)benzimidazole (4.2 g). A part of the obtained product was recrystallized from acetonitrile, which showed the following physical properties:

Workup

  1. temperatureAfter cooling
  2. washthe mixture was washed with ethyl acetate
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with a saturated sodium chloride solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bbbca3b7e749445bbd1b5ce1dea5c822
Source dataset
uspto-grants-1995_04
Patent number
US05407936

Reaction notes

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