Water → HCID 23369907, compound

HRID 1900628Notes

Reaction equation

HRID 1900628 reaction equation
[CH2:1]([N:5]1[CH2:12][CH:11]2[C:13]([CH3:15])([CH3:14])[CH:7]([CH2:8][N:9]([S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25]C(=O)C)=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH2:10]2)[CH2:6]1)[CH2:2][CH2:3][CH3:4].[OH-].[K+].O>C(O)C>[CH2:1]([N:5]1[CH2:6][CH:7]2[C:13]([CH3:14])([CH3:15])[CH:11]([CH2:10][N:9]([S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=3)(=[O:18])=[O:17])[CH2:8]2)[CH2:12]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 19044687HCID 19044687, compound

Product 1

HCID 23369907HCID 23369907, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.1 g of 7-(n-Butyl)-3-[(4-acetylaminophenyl)-sulfonyl]-9,9-dimethyl-3,7-diazabicyclo[3.3.1]nonane (for preparation see Example 2) and 1.5 g of potassium hydroxide were refluxed for 6 hours in 100 ml of ethanol. The reaction mixture was then cooled, water was added, and the mixture was extracted twice with diethyl ether. The combined ether extracts were dried with magnesium sulfate and concentrated. 4.0 g of 7-(n-butyl)-3-[(4-aminophenyl)-sulfonyl]-9,9-dimethyl-3,7-diazabicyclo[3.3.1]nonane were obtained, which were employed in the following reaction step without further purification.

Workup

  1. temperatureThe reaction mixture was then cooled
  2. extractionthe mixture was extracted twice with diethyl ether
  3. dry with materialThe combined ether extracts were dried with magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-062de1874f1f4056ba8bb6e092d35b32
Source dataset
uspto-grants-1996_11
Patent number
US05576327

Reaction notes

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