Sodium Hydroxide → HCID 20267559, compound

HRID 1719135Notes

Reaction equation

HRID 1719135 reaction equation
Cl.[C:2]([CH2:5][N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[S:10][CH:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:8]([NH:23][CH:24]([C:33]([O:35]CC)=[O:34])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:7]1=[O:38])([OH:4])=[O:3].[OH-].[Na+]>C(O)C>[C:2]([CH2:5][N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[S:10][CH:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:8]([NH:23][CH:24]([C:33]([OH:35])=[O:34])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:7]1=[O:38])([OH:4])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20267572HCID 20267572, compound

Product 1

HCID 20267559HCID 20267559, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

300 mg of the compound obtained in Example 28 was dissolved in a mixture consisting of 1.6 ml of a 1N aqueous solution of sodium hydroxide and 1 ml of ethanol. The resulting solution was stirred at room temperature for 3 hours and then at 60° C. for an hour. After the addition of ethanol, the precipitated crystals were separated by filtration and washed with ethanol. These crystals were dissolved in a small amount of water and the solution was adjusted to pH 2 with concentrated hydrochloric acid. The precipitated crystals were separated by filtration and washed with water to obtain 170 mg of the desired compound.

Workup

  1. waitat 60° C. for an hour
  2. customthe precipitated crystals were separated by filtration
  3. washwashed with ethanol
  4. dissolutionThese crystals were dissolved in a small amount of water
  5. customThe precipitated crystals were separated by filtration
  6. washwashed with water

Sources & evidence

ORD record
ord-ab57add1e5dc4df296b4f4264170dcb4
Source dataset
uspto-grants-1985_09
Patent number
US04539150

Reaction notes

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