Hydrochloric Acid → HCID 18001055, compound

HRID 478366Notes

Reaction equation

HRID 478366 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12](=[O:27])[C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:25])[CH2:21]C(=O)C)=[CH:15][C:14]=3[CH3:26])[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:28]=1.[OH-:29].[Na+].Cl>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([C:12](=[O:27])[C:13]3[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:25])[CH2:21][OH:29])=[CH:15][C:14]=3[CH3:26])[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:28]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18001085HCID 18001085, compound

Product 1

HCID 18001055HCID 18001055, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-Chloro-1-[2-methyl-4-(2-acetylacetylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.48 g) is dissolved in tetrahydrofuran (7 ml), and thereto is added a 5N aqueous sodium hydroxide solution (0.5 ml), and the mixture is stirred at room temperature for two hours. The reaction solution is neutralized with a 2N hydrochloric acid, and extracted with ethyl acetate. The extract is dried over magnesium sulfate, filtered, and concentrated. To the resulting residue is added n-hexane/ethyl acetate (1:1), and the mixture is washed, filtered, and the obtained powder is dried to give 7-chloro-1-[2-methyl-4-(2-hydroxyacetylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (0.38 g) as white powder.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extract is dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. additionTo the resulting residue is added n-hexane/ethyl acetate (1:1)
  6. washthe mixture is washed
  7. filtrationfiltered
  8. customthe obtained powder is dried

Sources & evidence

ORD record
ord-8a3be268811a4d0a8d4930d6d3f9619c
Source dataset
uspto-grants-2003_11
Patent number
US06642223B2

Reaction notes

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