Sodium Hydroxide → HCID 136375557, compound

HRID 2259602Notes

Reaction equation

HRID 2259602 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([O:28]C)=[O:27])=[CH:22][CH:21]=2)[C:7](=[O:18])[C:8]([CH2:12][C:13]([O:15]CC)=[O:14])=[C:9]([OH:11])[N:10]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>C(O)C>[CH2:1]([C:5]1[N:6]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([OH:28])=[O:27])=[CH:22][CH:21]=2)[C:7](=[O:18])[C:8]([CH2:12][C:13]([OH:15])=[O:14])=[C:9]([OH:11])[N:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 136375556HCID 136375556, compound

Product 1

HCID 136375557HCID 136375557, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

98 mg of the product of Example 13 were introduced into 3 ml of ethanol and 0.48 ml of 2N sodium hydroxide and the mixture was refluxed with stirring for 4 hours, then evaporated to dryness under reduced pressure. The residue was added to 4 ml of water, neutralized by the addition of 0.48 ml of 2N hydrochloric acid, separated and washed with water. After taking up in 4 ml of hot isopropanol with 0.4 ml of water added to it, it stood at rest for 16 hours, then separated to obtain 62 mg of the expected product melting at 260° C.

Workup

  1. temperaturethe mixture was refluxed
  2. customevaporated to dryness under reduced pressure
  3. additionThe residue was added to 4 ml of water
  4. additionneutralized by the addition of 0.48 ml of 2N hydrochloric acid
  5. customseparated
  6. washwashed with water
  7. additionadded to it, it
  8. waitstood at rest for 16 hours
  9. customseparated

Sources & evidence

ORD record
ord-499a8035e4354947bcf70cb95168b2df
Source dataset
uspto-grants-1995_12
Patent number
US05474996

Reaction notes

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