Sodium Hydroxide → HCID 20267554, compound

HRID 1719131Notes

Reaction equation

HRID 1719131 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][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:7]1=[O:38])([OH:4])=[O:3].[OH-].[Na+]>C(O)C>[C:33]([CH:24]([NH:23][CH:8]1[C:7](=[O:38])[N:6]([CH2:5][C:2]([OH:4])=[O:3])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[S:10][CH:9]1[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)([OH:35])=[O:34]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20267564HCID 20267564, compound

Product 1

HCID 20267554HCID 20267554, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

400 mg of the compound obtained in Example 22 was dissolved in a mixture consisting of 5 ml of ethanol and 2.9 ml of a 1N aqueous solution of sodium hydroxide, and the resulting solution was stirred for 4 hours. After the reaction mixture was concentrated under reduced pressure, it was dissolved in 40 ml of water and a small amount of insoluble matter was removed. Then, the aqueous solution was adjusted to pH 2 with concentrated hydrochloric acid. The precipitated crystals were separated by filtration and washed with water to obtain 280 mg of the desired compound.

Workup

  1. concentrationAfter the reaction mixture was concentrated under reduced pressure, it
  2. dissolutionwas dissolved in 40 ml of water
  3. customa small amount of insoluble matter was removed
  4. customThe precipitated crystals were separated by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-319c14bae7d2468692320b6e8874498f
Source dataset
uspto-grants-1985_09
Patent number
US04539150

Reaction notes

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