Hydrochloric Acid → 2-anilino-N-[4-(4-pyridinyl)phenyl]acetamide hydrochloride

HRID 1510245Notes

Reaction equation

HRID 1510245 reaction equation
[NH:1]([CH2:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[CH:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:24]>O1CCCC1>[ClH:24].[NH:1]([CH2:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[CH:20][N:21]=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 159813822-anilino-N-[4-(4-pyridinyl)phenyl]acetamide

Product 1

HCID 159813812-anilino-N-[4-(4-pyridinyl)phenyl]acetamide hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a mixture of 2-anilino-N-[4-(4-pyridinyl)phenyl]acetamide (5.03 g) in tetrahydrofuran (100.6 ml) was added 1N hydrochloric acid (16.5 mL) at ambient temperature and stirred at ambient temperature for 1 hour. Tetrahydrofuran (300 mL) was added to the mixture and the mixture was cooled with ice bath stirring for 20 minutes. The crystals were collected by filtration and washed with ethyl acetate (50 mL) to afford 2-anilino-N-[4-(4-pyridinyl)phenyl]acetamide hydrochloride (5.00 g) as yellow crystals.

Workup

  1. temperaturethe mixture was cooled with ice bath
  2. stirringstirring for 20 minutes
  3. filtrationThe crystals were collected by filtration
  4. washwashed with ethyl acetate (50 mL)

Sources & evidence

ORD record
ord-2379f79e1da041199e510f87260f827b
Source dataset
uspto-grants-2012_07
Patent number
US08211919B2

Reaction notes

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