Hydrochloric Acid → HCID 22258222, compound

HRID 1610828Notes

Reaction equation

HRID 1610828 reaction equation
C([O:9][C:10]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[CH:11][C:12]1[N:16](C(=O)C2C=CC=CC=2)[C:15]2[CH2:25][CH2:26][CH2:27][CH2:28][C:14]=2[N:13]=1)(=O)C1C=CC=CC=1.O.[ClH:36]>>[ClH:36].[C:29]1([C:10](=[O:9])[CH2:11][C:12]2[NH:16][C:15]3[CH2:25][CH2:26][CH2:27][CH2:28][C:14]=3[N:13]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 69589126HCID 69589126, compound

Product 1

HCID 22258222HCID 22258222, compoundYield 65%

Procedure

16.23 g (36.18 mmol) crude compound of Example VIII are refluxed 1.5 h in 300 ml concentrated hydrochloric acid. The mixture is cooled to rT and 200 mL water are added. The solution is extracted twice with toluene and the aqueous phase is concentrated under vacuum. The residue is stirred with ethanol, filtered, washed once with ethyl acetate and once with petrol ether and dried. The filtrate is concentrated and stirred with ethanol, the solid is filtered, washed with petrol ether and dried to yield a total of 6.55 g (65% of th.) 1-phenyl-2-(4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)ethanone hydrochloride.

Workup

  1. temperatureThe mixture is cooled
  2. extractionThe solution is extracted twice with toluene
  3. concentrationthe aqueous phase is concentrated under vacuum
  4. filtrationfiltered
  5. washwashed once with ethyl acetate and once with petrol ether
  6. customdried
  7. concentrationThe filtrate is concentrated
  8. stirringstirred with ethanol
  9. filtrationthe solid is filtered
  10. washwashed with petrol ether
  11. customdried

Sources & evidence

ORD record
ord-7828857a8b3640c084e719b799eb53e6
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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